Lepidoptericidal isothiourea compounds

ABSTRACT

Lepidoptericidal and herbicidal active compounds having the generic formula ##STR1## wherein R, R 1 , R 2  and R 3  are as disclosed herein. In general, these compounds show enhanced lepidoptericidal activity and show reduced phytotoxic effect on crops to be protected from the lepidoptera.

This is a division, of application Ser. No. 185,462, filed Sept. 9, 1982 U.S. Pat. No. 4,357,351.

BACKGROUND OF THE INVENTION

Lepidoptericidal isothiuronium compounds have been disclosed in the prior art particularly those described in U.S. Pat. Nos. 3,969,511 and 4,062,892 and have the formula ##STR2## These compounds have a major disadvantage in that they show high levels of phytotoxic activity and thus, although controlling lepidoptera in the crop to be protected, are detrimental to the crop itself. To overcome this problem, applicants have discovered that substitution of the active hydrogen on the above type of isothiuronium and urea compounds with certain specific, relatively easily cleaved groups can lessen or eliminate phytotoxic effects of the parent compound while maintaining, and in some cases enhancing, the lepidoptericidal activity of the compound.

No prior art has been discovered which teaches or suggests the result that applicants have achieved.

DESCRIPTION OF THE INVENTION

The present invention is a novel group of compounds which may generally be described as certain isothioureas which are active lepidoptericides. Compounds of the present invention are represented by the generic formula ##STR3## wherein R and R₁ are independently selected from the group consisting of:

C₂ -C₁₀ alkyl, preferably C₅ -C₉ alkyl, more preferably C₆ -C₈ alkyl,

C₂ -C₁₀ alkoxyalkyl, preferably C₅ -C₉ alkoxyalkyl, more preferably C₆ -C₈ alkoxyalkyl and phenyl and

R and R₁ together contain from 12 to 22 carbon atoms;

wherein R₂ is selected from the group consisting of:

C₁ -C₁₄ alkyl, preferably C₁ -C₆ alkyl, more preferably C₁ -C₃ alkyl,

C₃ -C₁₀ alkenyl, preferably C₃ -C₅ alkenyl, more preferably C₂ -C₃ alkenyl,

C₃ -C₄ alkynyl,

C₂ -C₄ hydroxyalkyl, preferably C₂ -C₃ hydroxyalkyl,

C₂ -C₆ alkylthioalkyl, preferably C₂ -C₄ alkylthioalkyl,

C₂ -C₆ alkyloxyalkyl, preferably C₂ -C₄ alkylthioalkyl,

(CH₂)_(n) [X(CH₂)_(n) ] y where n=1 or 2, X is O or S and y=1-4, preferably 1-2, ##STR4## where n=1-10, preferably 1-5, more preferably 1-3, phenyl and

phenethyl;

wherein R₃ is selected from the group consisting of:

carboalkoxyalkyl wherein the alkyl is C₁ -C₄ alkyl, preferably C₁ -C₂ alkyl,

alkylketoalkyl wherein the alkyl is C₁ -C₄ alkyl, preferably C₁ -C₂ alkyl, hydroxyalkenyl wherein the alkenyl is C₃ -C₄ alkenyl,

hydroxyalkyl wherein the alkyl is C₁ -C₁₂ alkyl, preferably C₁ -C₆ alkyl, more preferably C₁ -C₃ alkyl,

formylhydroxymethyl,

hydroxyhaloethyl wherein the halo is chloro, bromo or iodo, preferably chloro or bromo, more preferably chloro,

substituted phenoxyalkyl wherein the alkyl is C₁ -C₂ alkyl, preferably C₁ alkyl and the substituents are p-methoxy, Cl, NO₃ or CN, ##STR5## wherein R¹ is --OH, --NH₂ or C₁ -C₄ alkoxy, preferably methoxy, ##STR6## wherein R, R₁ and R₂ are as defined above, ##STR7## wherein R, R₁ and R₂ are as defined above, ##STR8## wherein B is a basic cation, preferably an organic basic cation, more preferably an organic basic cation selected from the group consisting of ##STR9## wherein R₄ is selected from the group consisting of: --H,

--C₁ -C₂₂ alkyl, preferably C₁ -C₁₂ alkyl,

more preferably C₁ -C₈ alkyl and

most preferably C₁ -C₆ alkyl,

hydroxyethyl,

naphthyl,

phenyl,

substituted phenyl wherein the substituents are independently selected from the group of halogen, preferably chlorine, C₁ -C₅ alkyl,

preferably C₁ -C₂ alkyl, C₁ -C₅ alkoxy,

preferably C₁ -C₂ alkoxy, nitro, cyano and --CF₃, ##STR10## wherein R, R₁ and R₂ are as defined above, ##STR11## wherein R, R₁ and R₂ are as defined above, ##STR12## wherein R, R₁ and R₂ are as defined above, ##STR13## wherein R, R₁ and R₂ are as defined above, ##STR14## wherein R, R₁ and R₂ are as defined above, ##STR15## wherein x is 1 to 8 and R, R₁ and R₂ are as defined above, ##STR16## wherein m is 2 or 3 and R, R₁ and R₂ are as defined above, ##STR17## wherein R, R₁ and R₂ are as defined above, ##STR18## wherein R, R₁ and R₂ are as defined above, ##STR19## wherein X is selected from the group consisting of: O, S, NH, and NR₁₁ ;

Y is hydrogen or methyl; and

R₁₀ is selected from the group consisting of:

H,

C₁ -C₁₈ alkyl, preferably C₁ -C₈ alkyl, more preferably C₁ -C₂ alkyl,

C₃ -C₄ alkenyl,

C₃ -C₄ alkynyl,

C₂ -C₆ haloalkyl, preferably C₂ -C₃ haloalkyl,

C₃ -C₈ cycloalkyl,

C₇ -C₂₀ polycycloalkyl,

C₂ -C16 polyalkoxyalkyl,

C₂ -C₆ hydroxyalkyl,

C₃ -C₁₀ alkoxyalkyl,

C₃ -C₈ carboalkoxyalkyl,

C₄ -C₈ cycloalkylalkyl,

C₄ -C₈ alkylcycloalkyl, preferably C₆ -C₈ alkylcycloalkyl,

C₄ -C₇ cycloalkylimino,

C₂ -C₁₀ alkylimino,

C₁ -C₃ alkylamino,

C₄ -C₁₂ dialkylaminoalkyl,

C₆ -C₁₀ cycloalkenyl,

phenyl,

alkylphenyl wherein the alkyl is C₁ -C₄,

parachloroalkylphenyl wherein the alkyl is C₁ -C₄,

naphthyl,

anthracenyl,

benzamidocycloalkyl wherein the alkyl is C₁ -C₂,

pyranylmethyl,

tetrahydrofurfuryl,

thiophenemethyl,

benzhydryl,

halobenzhydryl,

polycyclic alcohol, and

substituted phenyl wherein the substituents are selected from the group consisting of:

C₁ -C₄ alkyl,

halogen,

nitro,

trifluoromethyl,

formyl,

chloroacetyl,

C₁ -C₄ alkoxy,

hydrogen,

benzyl,

chlorobenzyl,

phenethyl, and

substituted phenethyl wherein the substituents are selected from the group of:

C₁ -C₄ alkyl and halogen, and

R₁₁ is selected from the group consisting of:

C₁ -C₄ alkyl,

C₃ -C₆ alkoxyalkyl, and

C₃ -C₄ alkenyl,

R₁₀ and R₁₁ taken together form heterocyclic compounds, preferably herterocyclic compounds selected from the group consisting of:

azepinyl, morpholinyl, piperdinyl, C₁ -C₃ alkyl substituted peperdinyl, and

Y is hydrogen or methyl provided that when X=O or S then R₁₀ is other than hydrogen and substituted phenyl wherein the substituents are selected from the group consisting of:

halogen,

C₁ -C₄ alkoxy,

phenoxy,

trifluoromethyl,

C₁ -C₆ thioalkyl,

nitro,

isocyanato,

C₂ -C₄ polyalkoxy,

C₃ -C₇ cycloalkyl,

C₃ -C₂₄ carboalkoxyalkyl, preferably C₃ -C₁₀ carboalkoxyalkyl,

C₁ -C₈ haloalkyl, preferably C₁ -C₄ haloalkyl,

C₃ -C₁₂ alkenyl, preferably C₃ -C₄ alkenyl,

C₂ -C₆ dialkylamino, phenylamino,

C₁ -C₂₄ alkyl, preferably C₁ -C₄ alkyl,

C₃ -C₁₂ hydroxyalkylamidoalkyl,

C₅ -C₁₀ N,N-hyroxyalkylureidoalkyl,

isocyanatoalkyl wherein the alkyl is C₁ -C₅,

C₃ -C₁₂ alkylamidoalkyl, polyalkoxyamidoalkyl wherein the polyalkoxy moiety contains from 3-6 repeating C₂ -C₃ alkoxy units and the amidoalkyl moiety contains from 4-12 carbon atoms,

--SO₂ Cl,

--SO₂ polyalkoxyamidoalkyl wherein the polyalkoxy moiety contains from 3-6 repeating C₂ -C₃ alkoxy units and the amidoalkyl moiety contains from 4-12 carbon atoms,

R₅ is selected from the group consisting of: hydrogen,

C₁ -C₄ alkyl,

C₃ -C₆ alkoxyalkyl,

C₃ -C₄ alkenyl,

hydroxyethyl, and

phenyl,

R₄ and R₅ taken together from heterocyclic compounds, preferably heterocyclic compounds selected from the group consisting of:

azepinyl,

morpholinyl,

piperdinyl, and

C₁ -C₃ alkyl substituted piperdinyl, ##STR20## wherein X is O or S, n is 0 or 1, R₆ is selected from the group consisting of:

C₁ -C₁₈ alkyl, preferably C₁ -C₁₂ alkyl, more preferably C₁ -C₄ alkyl,

C₂ -C₆ haloalkyl, phenyl, and substituted phenyl wherein when N =1 the substituents are selected from the group consisting of:

nitro,

chloro,

C₁ -C₂ alkyl,

C₄ -C₆ polyalkoxyalkyl,

C₃ -C₈ cycloalkyl,

C₃ -C₄ alkenyl,

C₃ -C₆ alkoxyalkyl,

C₂ -C₆ hydroxyalkyl,

C₁ -C₃ carboxyalkyl, and

C₅ -C₈ trialkylammoniumalkyl salts,

and when n=0 the substituents are selected from the group consisting of:

chloro,

thiopotassium,

C₁ -C₁₈ alkyl, preferably C₁ -C₁₂ alkyl, more preferably C₁ -C₄ alkyl,

benzyl,

C₁ -C₂ heteroalkyl,

C₂ -C₄ chlorocarboxyalkyl,

C₄ -C₆ polyalkoxyalkyl, and

acetyl, ##STR21## wherein R₇ is selected from the group consisting of: --(CH₂ --)_(n) wherein n=0 to 8, --CH═CH--, ##STR22## wherein M is H or Cl, ##STR23## --CCl═CCl--, --CH₂ OCH₂ --, and

--OCH₂ CH₂ O--, and

d=0 or 1, and when d=1

Y is selected from the group consisting of:

--O,

--S, and

--NH,

Z is selected from the group consisting of:

C₁ -C₁₈ alkyl, preferably

C₁ -C₁₂ alkyl, more preferably C₁ -C₄ alkyl,

hydrogen,

C₄ -C₁₆ polyalkoxyalkyl,

C₄ -C₈ dialkylaminoalkyl,

C₃ -C₅ alkynyl,

phenyl,

substituted phenyl,

organic salts,

inorganic salts, and

when d=0, Z is Cl or ##STR24## wherein R, R₁ and R₂ are as defined above, ##STR25## wherein R₈ is selected from the group consisting of: C₁ -C₁₀ alkoxy, preferably C₁ -C₅ alkoxy,

amino,

C₁ -C₁₀ alkoxyamino, preferably C₁ -C₅ alkoxyamino,

hydroxy, and

organic base

--SO_(w) R₉ wherein w=0-2 and R₉ is selected from the group consisting of:

amino,

C₁ -C₁₀ alkyl, preferably C₁ -C₅ alkyl,

C₁ -C₄ haloalkyl, phenyl,

C₁ -C₁₀ dialkylamino,

C₁ -C₁₀ alkylamino,

C₁ -C₁₀ alkoxy, preferably C₁ -C₅ alkoxy,

substituted phenyl wherein the substituents are selected from the group consisting of:

nitro,

chloro,

C₁ -C₄ alkyl; and methoxy.

GENERAL METHODS OF PREPARATION

The compounds of the present invention are derivatives of isothioureas containing one free hydrogen atom attached to nitrogen, that is, as shown by the following formula: ##STR26## The formation of the prior art isothioureas is well known in the art. They are derived by the reaction of an isothiocyanate with a primary amine to form a thiourea followed by the reaction with an alkyl halide to produce an isothiourea salt. An unreactive solvent such as ethanol can be used for both the formation of the thiourea and the alkylation step to form the isothiourea salt. Heat is usually used to speed both reactions. The preparation of the isothiourea salt is shown below: ##STR27##

The compounds of this invention are prepared by reacting the base of an isothiourea with an isocyanate or acid chloride. The free base can either be prepared by neutralization of an isothiourea salt with a cold aqueous solution of a base such as dilute sodium hydroxide, extracting the free isothiourea with a water insoluble solvent such as hexane, benzene, toluene, etc., drying over a dehydrating agent such as magnesium sulfate, filtering and evaporation under vacuum. An alternative procedure is to dissolve the isothiourea salt in a non-reactive solvent such as benzene or toluene then adding an equal molar amount of an isocyanate and the equivalent amount of a soluble tertiary base or an acid chloride and two equivalent amounts of a soluble tertiary base such as triethylamine, completing the reaction by stirring at ambient temperature for several hours or refluxing for a shorter period of time. An alternative method when using a base such as triethylamine is to treat the isothiourea salt in a solvent such as benzene in which triethylamine hydrohalide is almost totally insoluble, filtering off the triethylamine hydrohalide and treating the filtrate with the isocyanate or acid chloride, completing the reaction as discussed previously. Solvents suitable for the condensation of the isothiourea with an isocyanate or acid chloride are those which are unreactive to any of the reactants. These include hexane, benzene, toluene, tetrahydrofuran, dioxane, methylenechloride, diethylether, and the like. Depending on the reactants, reaction temperatures are generally within the range of -20° C. to 80° C. and reaction times vary from 0.5 hours to 24 hours.

In some instances, it has been found that the condensation of an isothiourea with an isocyanate or acid chloride can be hastened by the addition of such catalysts as triethylamine and dibutyltindilaurate.

Equations showing the reactions just discussed are as follows:

(A) Using isothiourea base with an isocyanate ##STR28##

(B) Using isothiourea salt+a base ##STR29##

(C) Using isothiourea base with an acid chloride ##STR30##

The isothiourea precursors of the prior art discussed above can in general be prepared by the methods disclosed in U.S. Pat. Nos. 3,969,511 and 4,062,892.

These compounds are useful as lepidoptericides when used in a lepidoptericidally effective amount on insects of the order lepidoptera or their habitat or feedstuffs. Some of the compounds also show phytotoxic effects which could render them useful as herbicides as well as lepidoptericides if such efficacy was desired. In addition, some of these compounds show biocidal and/or fungicidal effects.

By "lepidoptericidally effective amount" is meant the amount of the herein disclosed lepidoptericidal compounds which when applied in any conventional manner to the habitat of the lepidoptera, the feedstuffs of lepidoptera, or the insects themselves, will "control" by killing or substantially injuring a significant portion of the lepidoptera.

These compounds are useful in protecting food, fiber forage crops and ornamental crops from damage by insects and larva of other order lepidoptera. Examples of crops to be protected include forest trees such as oak and pine, fruit trees such as peach, apple and walnut, vegetables such as tomatoes, other crops such as tobacco, cotton, lettuce, cabbage, corn and rice and any crop which lepidoptera feed upon.

The novel compounds of this present invention can be prepared from the above precursors by methods shown in the following examples.

EXAMPLE 1 1,3-Diheptyl-2-ethyl-3-(O,O-dimethyl phosphoro)isothiourea

6.0 grams (g) (0.02 mole) of 1,3-diheptyl-2-ethyl isothiourea and 200 milliliters (ml) of methylene chloride were combined in a 500 ml 3-neck flask fitted with a carrier, thermometer and dropping funnel. The solution was stirred and cooled to 0° C. 2.0 g (0.02 mole) of triethylamine was added to the flask. Next, 3.0 g (0.02 mole) of phosphorus oxychloride dissolved in 25 ml of methylene chloride was added at such a rate that the pot temperature was maintained at 0° to 5° C. After the addition was complete, the reaction mass was stirred at 0° C. for 30 minutes. Then, a solution of 8.7 g (0.04 mole) of 25 percent sodium methoxide in methanol with 25 ml of methylenechloride was added over a period of 15 minutes while the pot temperature was maintained at 0° to 5° C. The reaction mass was then stirred at 5° C. for 30 minutes and then at room temperature for 30 minutes. The resulting mixture was then washed with two 200 ml portions of water and phase separated. The methylene chloride phase was dried with anhydrous MgSO₄, filtered and evaporated invacuo to yield 7.4 g of the desired product, 1,3-diheptyl-2-ethyl-3-(O,O-dimethylphosphoro)isothiourea which had a n_(D) ³⁰ of 1.4528. The product identification was confirmed by infrared (IR), H-nuclear magnetic resonance (NMR) and C¹³ -NMR spectra. Compound No. 229 in Table I.

EXAMPLE 2 1,3-diheptyl-2-ethyl-3-N-[4-methyl-3-(carbowax-350-carbamyl)]phenyl carbamyl isothiourea

The title compound was formed as follows:

Intermediate (a)

3.56 g (0.02 mole) of 2-methyl-5-nitrophenylisocyanate, 7.0 g (0.02 mole) of carbowax 350, 2 drops of triethylamine, 1 drop of di-butyltindilaurate and 25 ml of methylene chloride were combined with stirring in a 100 ml round bottom flask. After the exotherm had subsided, the solvent was removed invacuo. The residue was dissolved in a 10:1 mixture of diethylether-toluene. A white solid impurity was removed by filtration and evaporation of the filtrate invacuo gave 10.5 g of the desired compound N-(2-methyl-5-nitrophenyl) carbowax (350) carbamate, n_(D) ²⁰ 1.4810. The structure was confirmed by C¹³ -NMR spectra.

Intermediate (b)

7 g (0.013 mole) of intermediate (a) was dissolved in 200 ml of ethanol in a Parr glass pressure bottle. 1 g of palladium on carbon catalyst was added and the mixture was shaken and reacted with hydrogen maintained at a pressure of 50 psi for 30 minutes. The reaction mass was then filtered and the filtrate was evaporated invacuo to yield 6.0 g of the desired compound N-(2-methyl-5-aminophenyl) carbowax (350) carbamate. The structure was confirmed by C¹³ -NMR spectra.

Intermediate (c)

5.8 g (0.0116 mole) of intermediate (b) was dissolved in 200 ml of toluene in a 250 ml 3-neck flask fitted with a condenser, stirrer and gas inlet tube. The solution was stirred, heated to 70° C. and saturated with HCl gas. The mixture was then heated to reflux and phosgene was bubbled in for 30 minutes. The reaction mass became clear. N₂ gas was then bubbled in to remove the excess phosgene. The solvent was removed invacuo to yield 6.1 g of N-(2-methyl-5-isocyanophenyl) carbowax (350) carbamate, n_(D) ³⁰ 1.5848. The structure was confirmed by C¹³ -NMR spectra.

1,3-diheptyl-2-ethyl-3-N-[4-methyl-3-(carbowax-350-carbamyl)]phenyl carbamyl isothiourea

2.0 g (0.004 mole) of intermediate (c), 1.2 g (0.004 mole) of 1,3-diheptyl-2-ethylisothiourea, 2 drops of triethylamine and 15 ml of methylene chloride were combined in a 100 ml round bottom flask. After the exotherm had subsided, the solvent was removed invacuo to yield 3.3 g of the desired product, 1,3-diheptyl-2-ethyl-3-N-[4-methyl-3-(carbowax-350-carbamyl)phenyl carbamyl]isothiourea. The structure was confirmed by C¹³ -NMR spectra. Compound No. 216 in Table I.

EXAMPLE 3 1,3-diheptyl-2-ethyl-3-[N-(3-tergitol(15-S-7)oxycarbamylphenyl)carbamyl]isothiourea

The title compound was formed as follows:

Intermediate (d)

In the same manner as intermediate (a) of Example 2 above, 3.28 g (0.02 mole) of 3-nitrophenylisocyanate, 10.1 g of tergitol (15-S-7), 2 drops of triethylamine and 25 ml of methylene chloride were combined to yield 13.2 g of the desired compound, N-(3-nitrophenyl)tergitol(15-S-7)carbamate. Structure was confirmed by IR spectra.

Intermediate (e)

In the same manner as intermediate (b) of Example 2 above, 11.2 g (0.0166 mole) of intermediate (d) was reduced with H₂ in ethanol using 1 g of palladium on carbon catalyst to yield 9.3 g of the desired compound, N-(3-aminophenyl)tergitol(15-S-7)carbamate. Structure was confirmed by IR spectra.

Intermediate (f)

In the same manner as intermediate (c) of Example 2 above, 9.3 g (0.0145 mole) of intermediate (e) was treated with excess HCl gas followed by excess phosgene to yield 9.4 g of the desired compound, N-(3-isocyanophenyl)tergitol(15-S-7)carbamate. Structure was confirmed by IR spectra.

1,3-diheptyl-2-ethyl-3-[N-(3-tergitol(15-S-7)oxycarbamylphenyl)carbamyl]isothiourea

In the same manner as the title compound of Example 2 above, was prepared 2 g (0.003 mole) of intermediate (f) was combined with 0.9 g (0.003 mole) of 1,3-diheptyl-2-ethylisothiourea, 2 drops of triethylamine and 10 ml of methylene chloride to yield 2.9 g of the desired product, 1,3-diheptyl-2-ethyl-3-[N-(3-tergitol(15-S-7)oxycarbamylphenyl)carbamyl]isothiourea n_(D) ³⁰ 1.5710. Structure was confirmed by IR spectra. Compound No. 219 in Table I.

EXAMPLE 4 1,3-diheptyl-2-ethyl-3-(O,O-diethylphosphorodithioyl acetytl)isothiourea

Intermediate (g)

30 g (0.1 mole) of 1,3-diheptyl-2-ethylisothiourea, 12.4 g (0.11 mole) of chloroacetylchloride and 250 ml of toluene were combined in a 500 ml 3-neck flask fitted with a stirrer, thermometer and dropping funnel. The solution was stirred and cooled to -30° C. with a dry-ice bath. 11.1 g (0.11 mole) of triethylamine was then added over a period of 30 minutes. After the addition was complete, the reaction mass was allowed to warm to room temperature and stirring was continued for 1 hour. The reaction mass was then washed in turn with two 200 ml portions of water, 100 ml of saturated sodium bicarbonate solution and finally with two 200 ml portions of water. The toluene phase was dried with anhydrous MgSO₄, filtered and evaporated invacuo to yield 36.1 g of the desired compound, 1,3-diheptyl-2-ethyl-3-chloroacetylisothiourea. The structure was confirmed by IR and NMR spectra.

1,3-diheptyl-2-ethyl-3-(O,O-diethylphosiphorodithioyl acetyl isothiourea

2.2 g (0.012 mole) of O,O-diethyldithiophosphoric acid was dissolved in 25 ml of acetone and was treated with 5 g of anhydrous potassium carbonate. After neutralization, the acetone phase was decanted into a 250 ml flask containing a solution of 3.0 g (0.008 mole) of intermediate (g) in 75 ml of acetone. The resulting mixture was stirred at room temperature for 2 hours, then was poured into two 200 ml of toluene. The resulting mixture was washed with two 200 ml portions of water. The toluene phase was then dried with anhydrous MgSO₄, filtered and evaporated invacuo to yield 3.6 g of the desired product, 1,3-diheptyl-2-ethyl-3-(O,O-diethylphosphorodithioylacetyl)isothiourea. n_(D) ³⁰ 1.5060. The structure was confirmed by IR and NMR spectra. Compound No. 261 in Table I.

EXAMPLE 5 N,N'-diheptyl-S-ethyl-N-propane sulfonyl isothiourea

1.8 g (0.018 mole) of triethylamine was added to 4.5 g (0.015 mole) N,N'-diheptyl-S-ethyl-isothiourea in 50 ml methylene chloride in a stirred round bottom flask. A solution of propanesulfonyl chloride (0.018 mole, 2.6 g) in 8 ml methylene chloride was added dropwise to the above solution at 0° C. The mixture was stirred 1.5 hours at room temperature then at 30°-35° C. for 1.5 hours. The cooled solution was washed twice with 20 ml water, once with 25 ml saturated sodium bicarbonate solution and twice more with 20 ml of water. The organic phase was dried over magnesium sulfate and evaporated invacuo to yield the product as a yellow oil. n_(D) ³⁰ 1.4805. Yield was 5.2 g (85.4% of theory). The structure was confirmed by IR spectrum. Compound No. 203 in Table I.

EXAMPLE 6 N,N'-diheptyl-S-ethyl-N'-p-toluene sulfonyl isothiourea

The reaction was carried out with 0.018 mole (3.4 g) p-toluenesulfonyl chloride in the same manner as Example 5 above. The product had a n_(D) ³⁰ of 1.517. Yield was 6.0 g (88% of theory). IR, NMR spectra and mass spectroscopy confirmed the structure. Compound No. 206 in Table I.

EXAMPLE 7 1,3-di-n-heptyl-1-trichloromethylthio-2-ethyl isothiourea

3 g (0.01 mole) 1,3-di-n-heptyl-2-ethyl isothiourea was mixed with 50 ml tetrahydrofuran in a stirred round bottom flask and cooled in an ice bath. 1.4 ml (0.01 mole) triethylamine was added and the mixture stirred for 10 minutes. 1.1 ml (0.01 mole) trichloromethyl sulfenyl chloride was added to the mixture dropwise over 2 minutes. A white precipitate formed and the mixture was stirred for 1 hour while coming to ambient temperature. The resultant reaction mixture was allowed to sit overnight. The mixture was suction filtered to remove the white solid which was rinsed twice with 10 ml of fresh tetrahydrofuran. The filtrate was evaporated under vacuum resulting in 4.55 g of the title product at a yield of 101.2 percent. The resulting liquid had a n_(D) ³⁰ of 1.5084 and was identified as the title compound by IR spectrum and mass spectroscopy. Compound No. 297 in Table I.

EXAMPLE 8 1,3-di-n-heptyl-1-(2'-fluoro-1',1',2',2'-tetrachloroethylthio-2-ethylisothiourea

2.0 g (0.007 mole) 1,3-di-n-heptyl-2-ethyl isothiourea was dissolved in 100 ml tetrahydrofuran and placed in a stirred round bottom flask and placed in an ice bath. 0.7 g (0.0069 mole) triethylamine was added and the mixture stirred for 10 minutes. 1.68 g (0.0068 mole) 2-fluoro-1,1,2,2-tetrachloroethylsulfenyl chloride dissolved in 20 ml of tetrahydrofuran was added over approximately 15 minutes. A precipitate formed while the mixture was stirred for 2 hours. The mixture was suction filtered and the precipitate was washed twice with 20 ml tetrahydrofuran. The filtrate was vacuum evaporated. The title product's yield was 3.53 g of a liquid having a n_(D) ³⁰ of 1.5091. The product identity was confirmed by IR spectrum and mass spectroscopy. Compound No. 298 in Table I.

EXAMPLE 9 1,3-di-n-heptyl-1-o-nitrophenylthio-2-ethylisothiourea

1.9 g (0.01 mole) of 2-nitro benzene sulfenyl chloride was dissolved in 50 ml of tetrahydrofuran. A mixture of 3 g (0.01 mole) 1,3-di-n-heptyl-2-ethylisothiourea in 30 ml of tetrahydrofuran was added to the mixture in a glass round bottom stirred flask cooled in an ice bath. 1.05 g (0.01 mole) of triethylamine in 10 ml of tetrahydrofuran was added over a period of 10 minutes. A white precipitate formed immediately and the reaction mixture was stirred in the bath for 3 hours while coming to ambient temperature and then suction filtered. The filtrate was vacuum evaporated to produce a light brown sticky residue which was redissolved in approximately 100 ml diethyl ether and filtered through magnesium sulfate and Dicalite 4200 by suction. The filtrate was vacuum stripped to produce 4.2 g of a liquid having a n_(D) ³⁰ of 1.5463. The product was identified as the title product by IR spectrum. Compound No. 300 in Table I.

EXAMPLE 10 S-ethyl-1,3-diheptyl-3-(2-carboethoxy)ethyl-2-isothiourea

3 g (0.01 mole) of S-ethyl-1,3-diheptyl-2-isothiourea and 3 g (0.03 mole) of ethyl acrylate were placed in a 100 ml glass flask. A catalytic amount of base (0.1 g NaH) was added and the mixture heated from 25° to 85° C. and held at 85° C. for 5 hours. The reaction mixture was cooled and 150 ml of ether was added. The ether was washed with 100 ml of water, then dried and stripped to yield 2 g of the title product. The structure was verified by IR and NMR spectra. Compound No. 199 in Table I.

EXAMPLE 11 S-ethyl-1,3-diheptyl-3-(3-oxobutyl)-2-isothiourea

The procedure was the same as for Example 10 except ethyl acrylate was replaced with methyl vinyl ketone and the reaction was run at room temperature for 4 hours. Work-up of the product was the same. 2 g of the title product was produced and identified by IR and NMR spectra. Compound No. 200 in Table I.

EXAMPLE 12 N,N-di-n-heptyl-N'-ethyloxalyl-S-ethyl-isothiourea

5.0 g (16.6 millimoles) of S-ethyl-1,3-diheptyl-2-isothiourea and 1.8 g (18.3 millimoles) of triethylamine in 50 ml of methylene chloride were mixed together in a 100 ml single necked round bottom flask equipped with a magnetic stirrer and stopper. The clear light yellow solution was cooled to 0° C. in an ice bath. To this stirred, cooled solution was added 2.50 g (18.3 millimoles) of ethyloxalyl chloride dropwise while maintaining the temperature between 5° to 15° C. A large amount of a white precipitate formed within seconds and stirring was allowed to continue for 1 hour at 0° C. The cooling bath was removed and the mixture stirred at room temperature for 3 hours. The precipitate was dissolved by the addition of 50 ml water and the mixture transferred to a separatory funnel containing 50 ml of methylene chloride. The layers were separated and the organic phase washed once with 10 ml of saturated NaHCO₃, 3 times with 10 ml portions of water, once with 10 ml of saturated sodium chloride and dried over Na₂ SO₄. The dried, clear yellow organic solution was filtered through Na₂ SO₄ and the solvent was removed under vacuum to yield 6.63 g (99.7% yield) of the title product as a clear, yellow oil having a n_(D) ³⁰ of 1.4757. The product was identified as the title product by IR and NMR spectra and mass spectroscopy. Compound No. 671 in Table I.

EXAMPLE 13 Bis-N'-(N,N'-n-heptyl-S-ethylisothioureyl)-oxalate

The procedure for Example 13 is the same as for Example 12 above with the exception that a 200 ml single necked round bottom flask was used in place of the 100 ml flask and 1.16 g (9.13 millimoles) of oxalyl chloride was substituted for the ethyloxalyl chloride of the previous example. The reaction resulted in a clear yellow solution which was stirred at 0° C. for 1 hour and then stirred at room temperature for 20 hours. The clear yellow solution was then transferred to a separatory funnel containing 50 ml of water and 50 ml of methylene chloride. The layers were phase separated and the organic phase washed once with 10 ml of 10 percent potassium carbonate, 5 times with 10 ml portions of water, once with 10 ml of saturated sodium chloride and dried over Na₂ SO₄. The dried organic solution was filtered and the solvent removed as in Example 12 to yield 5.55 g (102.1% of theory yield) of an orange oil having a n_(D) ³⁰ of 1.4932. The product was identified as the title product by IR and NMR spectra and mass spectroscopy. Compound No. 688 in Table I.

EXAMPLE 14 N,N'-Di-(1-heptyl)-N'-(ethylmercapto carbonyl)-S-ethyl isothiourea

The procedure and equipment were the same as in Example 12 above with the exception that 5.0 g (16.6 millimoles) of N,N'-di-(1-heptyl)-S-ethyl isothiourea and 1.85 g (18.3 millimoles) of triethylamine and 50 ml of methylene chloride were added to the flask followed by addition of 2.28 g (18.3 millimoles) of ethylthio chloroformate. The resultant product was phase separated, washed and dried in a manner of Example 12. The solvent was removed under vacuum to yield 6.55 g (101.5% of theory yield) of accrued yellow oil having a n_(D) ³⁰ of 1.4922. The product was identified as the title product by IR and NMR spectra and mass spectroscopy. Compound No. 300 in Table I.

EXAMPLE 15 1,3-diheptyl-2-ethyl-3-[3'-2"-ethoxyethoxycarbonylamino)-4'-methylphenylaminocarbonyl)isothiourea

The title product was prepared as follows:

Step (a) 1,3-diheptyl-2-ethyl-3-(3-isocyanato-4-methylphenylaminocarbonyl)isothiourea (Intermediate).

125 cubic centimeters (cc) of methylene chloride was pipetted under argon flow into a 200 cc 3-neck stirred flask, 15.1 g (0.86 mole) of toluene-2,4-diisocyanate was then added to the methylene chloride. Next, 25.8 g (0.086 mole) of 1,3-diheptyl-2-ethyl isothiourea was added without cooling over a period of 5 minutes. The temperature increased from 20 to approximately 30° C. during this addition. The reaction mixture was then heated to reflux (41° C.) and held at reflux temperature for 1 hour. The resultant reaction mixture was then concentrated on a rotary evaporator under high vacuum. The reaction produced 39.8 g of product having a n_(D) ³⁰ of 1.5318 which was identified as the intermediate title product by IR and carbon 13 NMR spectra.

Step (b) Preparation of 1,3-diheptyl-2-ethyl-3-[3'-(2"ethoxyethoxycarbonylamino)-4'-methylphenylaminocarbonyl]isothiourea.

4.74 g (0.010 mole) of the intermediate of step (a) 0.95 g (0.0105 mole) 2-ethoxyethanol, 2 drops of triethylamine, 1 drop of dibutyltindilaurate and 25 cc of tetrahydrofuran dried over a Linde Molecular Sieve 3A were charged to a 3-neck flask. The mixture was brought to reflux (67° to 68° C.) and held at reflux for 2 hours. The solvent was then removed under high vacuum at a pressure of 0.3 mm or less and at a bath temperature of 80° to 90° C. 5.6 g of a viscous oil was recovered and identified as the title product by IR and carbon 13 NMR spectra analyses. Compound No. 419 in Table I.

EXAMPLE 16 1,3-diheptyl-2-ethyl-3-[3'-(3"-chloro-4"-methylphenylureido)-4'-methylphenylaminocarbonyl]isothiourea

The reaction and reactants were identical to the reaction of Example 15(b) with the exception that 1.49 g (0.0105 mole) of 3-chloro-4-methylaniline is substituted for the 2-ethoxyethanol. An insoluble by-product was formed which was removed by filtering before evaporation of the solvent. The reaction produced 3.5 g of a product identified as the title product by IR and NMR spectra analyses. Compound No. 429 in Table I.

EXAMPLE 17 1,3-diheptyl-2-ethyl-3-[3'-propylureido-4'-methylphenylaminocarbonyl]isothiourea

4.74 g (0.010 mole) of the intermediate as prepared in Example 15(a) and 25 cc of dry tetrahydrofuran were charged to a 3-neck flask. 0.62 g (0.0105 mole) of propylamine was added at room temperature without cooling. The reaction was exothermic and the temperature rose about 10° to 20° C. No heat was applied to the mixture and the reaction was completed in 1 hour. The mixture was filtered from a small amount of solid by-product and was worked up in the manner of Example 15(b). The reaction produced 5.0 g of a liquid having a n_(D) ³⁰ of 1.5312 and was identified as the title product by IR and carbon 13 NMR spectra analyses. Compound No. 431 in Table I.

EXAMPLE 18 1,3-diheptyl-2-ethyl-3[3'-p-chlorobenzylthiocarbonylamino-4'-methylphenylaminocarbonyl]isothiourea

The reactants were the same as in Example 15(b) with the exception that 1.66 g (0.0105 mole) of 4-chlorobenzylmercaptan was substituted for the 2-ethoxyethanol. The reaction produced 6.5 g of a viscous liquid which was identified as the title product by IR and NMR spectra analyses. Compound No. 433 in Table I.

EXAMPLE 19 1,3-diheptyl-2-ethyl-3-(3'-phenoxycarbonylamino-4'-methylphenylaminocarbonyl)isothiourea

The reactants were the same as in Example 15(b) with the exception that 0.99 g (0.0105 mole) of phenol was substituted for the 2-ethoxyethanol. The reaction produced 5.2 g of a liquid having a n_(D) ³⁰ of 1.5488 which was identified as the title product by NMR and IR spectra analyses. Compound No. 452 in Table I.

EXAMPLE 20 1-octyl-2-ethyl-3-sec-heptyl-3-[3-(1-octyl-2-propyl-3-sec-heptyl-3-carbonylamino)-4-methylphenylcarbonylamino]isothiourea

Step (a) Preparation of 1-octyl-2-ethyl-3-sec-heptyl-3-(3-isocyanato-4-methylphenylaminocarbonyl)isothiourea (Intermediate).

This intermediate was prepared as was the intermediate of Example 15(a) with the exception that 27.2 g (0.086 mole) of 1-octyl-2-ethyl-3-sec-heptylisothiourea was substituted for the thiourea reactant of step 25(a). The reaction produced 41.5 g (98.8 weight percent of theory) of a liquid having a n_(D) ³⁰ of 1.5280 which identified as the title intermediate by IR and carbon 13 NMR spectra analyses.

Step (b) Preparation of 1-octyl-2-ethyl-3-sec-heptyl-3-[3-(1-octyl-2-propyl-3-sec-heptyl-3-carbonylamino)-4-methylphenylcarbonylamino]isothiourea.

The title product was prepared in the manner of step 15(b) with the exception of using 4.87 g (0.010 mole) of the intermediate prepared in step 20(a) and 3.29 g (0.010 mole) of 1-octyl-2-propyl-3-sec-heptyl isothiourea. The reaction produced 7.9 g (96.3 weight percent of theory) of a liquid having a n_(D) ³⁰ of 1.5185 which was identified as the title product by IR and carbon 13 NMR spectra analyses. Compound No. 558 in Table I.

EXAMPLE 21 1,3-bis-n-heptyl-1-(carbamylsulfonylchloride)-2-S-ethyl isothiourea

50 ml of dry methylene chloride and 8.49 g of chlorosulfonyl isocyanate (aldrich) were placed in a 200 ml flask provided with a magnetic stirrer, thermometer and dropping funnel. A solution of 18 g of the 1,3-diheptyl-2-ethyl isothiourea (in 100 ml dry methylene chloride) was added dropwise over 40-45 minutes. The reaction exhibited a slight exotherm so the flask was cooled in a water bath to hold the temperature below 28° C. The solution was then stirred at about 25° C. overnight.

The solution was then filtered and the filtrate concentrated under reduced pressure. 26.2 g (99 weight percent of theory) of a thick liquid having a n_(D) ³⁰ of 1.4833 was recovered. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 635 in Table I.

EXAMPLE 22 1,3-bis-n-heptyl-1-chlorocarbonyl-2-ethyl isothiourea

100 ml of dry CH₂ Cl₂ was placed in a 500 ml flask equipped with a thermometer and dropping funnel and cooled to 5° C. in an ice bath. A solution of phosgene in benzene (170 g of 17.5 percent weight concentration) was then added. Next, a solution of 100 ml of dry CH₂ Cl₂, 10.1 g triethylamine and 30 g of 1,3-diheptyl-2-ethyl isothiourea was added dropwise over a one hour period at 5° C. The mixture was then stirred overnight at ambient temperature.

The next morning the reaction mixture was warmed to about 40° C. for 21/2-3 hours to ensure completion of the reaction. The mixture was then subjected to reduced pressure to remove the CH₂ Cl₂ solvent. 100 ml of dry ether was added and the mixture filtered by suction on a glass frit. The solid was washed by a little more ether and the combined filtrates concentrated under reduced pressure to remove the ether. 38.6 g of a liquid (106 weight percent of theory) having a n_(D) ³⁰ of 1.4613 was recovered. The product was identified as the title product by mass spectra analyses. Compound No. 643 in Table I.

EXAMPLE 23 1,3-bis-n-heptyl-1-diethylcarbamyl-2-ethyl isothiourea

100 ml of dry benzene and 5.44 g of 1,3-diheptyl-2-ethyl isothiourea carbamyl chloride were placed in a 200 ml flask equipped with a thermometer and dropping funnel. A solution of 12 ml dry benzene and 2.19 g diethyl amine was added dropwise over 10-12 minutes. An exotherm raised the temperature from 21° to 30° C. The mixture was then heated to 45°-50° C. for 3 hours. The reaction mixture was then cooled to 15° C. and washed twice by 50 ml portions of cold water. The benzene phase was dried by MgSO₄, filtered and the solvent removed under reduced pressure. 5.75 g of a liquid (96 weight percent of theory) having a n_(D) ³⁰ of 1.4568 was recovered. The structure was confirmed as the title compound by mass spectra analyses. Compound No. 644 in Table I.

EXAMPLE 24 1,3-bis-n-heptyl-1-(propargyloxycarbonyl)-2-ethyl isothiourea

50 ml of dry tetrahydrofuran and 0.36 g of NaH were placed in a 200 ml flask equipped with a thermometer and dropping funnel. A solution of 10 ml dry THF and 0.84 g propargyl alcohol was added dropwise over 8-10 minutes. The reaction mixture liberated hydrogen and exhibited a slight exotherm. The mixture was then stirred for 3 hours to complete the reaction.

Then a solution of 15 ml dry THF and 5.44 g of the 1,3-diheptyl-2-ethyl isothiourea carbamyl chloride was added dropwise over 10 minutes. The mixture was stirred and warmed to 45° C. for 2 hours. The reaction was cooled to 25° C. and filtered by suction on a glass frit and filter. The solvent was removed under reduced pressure. 5.0 g of a liquid (88 weight percent of theory) having a n_(D) ³⁰ of 1.4553 was recovered. The structure was confirmed as the title compound by NMR and spectra analyses. Compound No. 648 in Table I.

EXAMPLE 25 1,3-bis(2-ethylhexyl)-1-(succinic anhydride adduct)2-ethylisothiourea.Et₃ N salt

200 ml of dry CH₂ Cl₂, 32.8 g of 1,3-(2-ethylhexyl)-2-ethyl isothiourea, 11 g of succinic anhydride and 11.1 g of Et₃ N were placed in a 500 ml flask. There was a slight exotherm upon mixing these components. The solution stood overnight.

The reaction mixture was then stripped under reduced pressure. 47.3 g of a liquid (89 weight percent of theory) having a n_(D) ³⁰ of 1.4899 was recovered. The structure was confirmed as the title compound by IR and NMR spectra analyses. Compound No. 665 in Table I.

EXAMPLE 26 Reaction product of 2 moles of 1,3-di-(2'-ethylhexyl)-2-S-ethyl isothiourea+toluene-2,4-diisocyanate

In a three-neck 200 ml flask equipped with a magnetic stirrer, 3.28 g (0.01 mole) of 1,3-di-(2'-ethylhexyl-2-S-ethyl isothiourea was mixed with 20 ml of tetrahydrofuran. To this solution was added 0.87 g (0.005 mole) of toluene-2,4-diisocyanate. The temperature rose from 23° C. to 34° C. The mixture was allowed to stand at ambient temperature overnight after which it was evaporated under vacuum. Infrared analysis showed that the reaction was incomplete, therefore, the mixture was dissolved in 30 ml of methylenechloride and 1 drop of dibutyltindilaurate and 2 drops of triethylamine were added. The homogenous solution was stirred at ambient temperature for 1.5 hours. The mixture was reevaporated under vacuum to obtain the product as a viscous yellow liquid having a n_(D) ³⁰ of 1.5201. The yield was 4.3 g. The product was identified as the title compound by both IR and NMR spectra analyses. Compound No. 85 in Table I.

EXAMPLE 27 1,3-di-n-heptyl-1-N-phenylcarbamyl-2-S-n-propyl isothiourea

The equipment was as in Example 26 above. 6.2 g (0.014 mole) 1,3-di-n-heptyl-2-S-n-propyl isothiuronium.hydrogen iodide was dissolved in 35 ml of tetrahydrofuran and 1.68 g (0.014 mole) phenyl isocyanate was added followed by a portion-wise addition of 1.43 g (0.014 mole) triethylamine with cooling. A solid precipitate formed on addition of the triethylamine. The reaction was stirred at ambient temperature overnight. The reaction mixture was then vacuum evaporated to remove tetrahydrofuran and the residue was dissolved in chloroform and washed two times with 150 ml portions of water. The organic phase was then dried over magnesium sulfate, filtered and vacuum evaporated to remove the chloroform. The product was 5.9 g (96.7 weight percent of theory yield) of a yellow liquid having a n_(D) ³⁰ of 1.5188. The product was identified as the title compound by IR and NMR spectra analyses. Compound No. 11 in Table I.

EXAMPLE 28 1,3-di-n-heptyl-1-N-octadecylcarbamyl-2-S-ethyl isothiourea

The equipment was the same as in Example 26 above. 4.5 g (0.015 mole) 1,3-di-n-heptyl-2-S-ethyl-isothiourea was mixed with 40 ml tetrahydrofuran and 4.43 g (0.015 mole) N-octadecylisocyanate was added. Three drops of triethylamine were added and the mixture stood overnight. The mixture was then warmed to 40° C. for 20 minutes to complete the reaction. A small amount of solid formed on cooling and was filtered off. The reaction mixture was then vacuum evaporated to produce 8.9 g (100 percent of theory yield) of a pale liquid having a n_(D) ³⁰ of 1.4750. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 29 in Table I.

EXAMPLE 29 1,3-di-n-heptyl-1-N-4-methylthiophenylcarbamyl-2-S-ethyl isothiourea

The equipment was the same as in Example 26 above. 3.0 g (0.01 mole) 1,3-di-n-heptyl-2-S-ethyl isothiourea was mixed with 25 ml of methylene chloride. Two drops of triethylamine and 1 drop of dibutyltindilaurate were added and then 1.65 g (0.01 mole) 4-methyl thiophenyl isocyanate was added. The temperature rose from 23° to 33°. The reaction mixture was then vacuum evaporated to remove the methylene chloride to produce 4.65 g (100 percent of theory yield) of a yellow liquid having a n_(D) ³⁰ of 1.5340. The liquid solidified on standing into a semi-solid. The product was identified as the title product by IR and NMR spectra analyses. Compound No. in Table 47 in Table I.

EXAMPLE 30 1,3-di-n-heptyl-1-N-2-chloroethylcarbamyl-2-S-ethyl isothiourea

The procedure, equipment and reactants were the same as in Example 29 with the exception that 1.06 g (0.01 mole) of 2-chloroethylisocyanate was substituted for the 4-methylthiolphenyl isocyanate. The reaction produced 4.14 g (102 weight percent of theory yield) of a clear liquid having a n_(D) ³⁰ of 1.4930. The product was confirmed as the title compound by IR and NMR spectra anlyses. Compound No. 48 in Table I.

EXAMPLE 31 1-sec-heptyl-3-n-heptyl-2-S-ethyl isothiourea (Intermediate)

The equipment was the same as in Example 26 above. 11.5 g (0.1 mole) 2-aminoheptane was mixed with 50 ml ethanol 2B and 15.7 g (0.1 mole) N-heptyl isothiocyanate was added, resulting in an exothermic reaction during which the temperature rose from 25° to 65° C. The reaction mixture was refluxed on a steam bath for 1.5 hours. 17.16 g (0.11 mole) ethyl iodide was then added to the thiourea and the mixture refluxed for 1.5 hours on a steam bath. The product was vacuum evaporated to produce 44.0 g of an isothiuronium salt. The isothiuronium salt was dissolved in 200 ml of toluene and washed with 100 cc of 5 percent sodium hydroxide. The toluene layer was then washed twice with 150 cc portions of water, dried over magnesium sulfate, filtered and vacuum evaporated. The product was then stripped under high vacuum to produce 7.78 g (92.6 weight percent of theory yield) of a clear, yellow liquid having a n_(D) ³⁰ of 1.4768. The product was identified as the title product by IR and NMR spectra analyses.

EXAMPLE 32 1-sec-heptyl-3-n-hexyl-2-S-ethyl isothiourea (Intermediate)

The equipment, procedure and reactants were the same as in Example 31 with the exception that 10.01 g (0.07 mole) of n-hexylisothiocyanate, 8.05 g (0.07 mole) 2-aminoheptane, 35 ml ethanol 2B, 11.7 g (0.075 mole) ethyl iodide, 200 ml of toluene and a one percent solution sodium hydroxide (0.08 mole) were used as reactants and reagents in the procedure. The reaction produced 19.6 g (98 weight percent of theory yield of a clear liquid having a n_(D) ³⁰ of 1.4765. The product was identified as the title product by IR and NMR spectra analyses.

EXAMPLE 33 1,3-di-n-heptyl-1-N-tert-butylcarbamyl-2-S-ethyl isothiourea

The equipment was the same as used in Example 26. 3.0 g (0.01 mole) 1,3-di-n-heptyl-2-S-ethyl isothiourea was mixed with 30 ml of methylene chloride. Two drops of triethylamine and 1 drop of dibutyltindilaurate were added to the mixture followed by 1.0 g (0.01 mole) tert-butyl isocyanate. The temperature rose from 24° to 39° C. The reaction mixture was stirred overnight at ambient temperature and then heated for one-half hour at 35° to 40° C. to complete the reaction. The reaction mixture was vacuum evaporated to produce 3.83 g (96 weight percent of theory yield) of a clear liquid having a n_(D) ³⁰ of 1.4750. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 40 in Table I.

EXAMPLE 34 1,3-di-n-heptyl-1-N-ethylacetatecarbamyl-2-S-ethyl isothiourea

The procedure, equipment and reactants were the same as in Example 33 with the exception that 1.29 g (0.01 mole) ethylisothiocyanato acetate was used in place of the tert-butyl isocyanate. The reaction produced 4.3 g (100 weight percent of theory) of a clear liquid having a n_(D) ³⁰ of 1.4800. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 41 in Table I.

EXAMPLE 35 1,3-di-n-heptyl-3-B-hydroxyethylcarbamyl methylcarbamyl-2-S-ethyl isothiourea

The equipment was the same as in Example 26. 9.0 g (0.03 mole) 1,3-di-n-heptyl-2-S-ethyl isothiourea was mixed with 30 ml of methylene chloride to which 3.87 g (0.03 mole) ethylcyano acetate was added. The temperature rose from 23° to 45° C. during the reaction. The mixture was allowed to stand overnight. Then 10 drops of additional isothiourea were added to react residual isocyanate. To the reaction mixture was then added 1.83 g (0.03 mole) of 2-aminoethanol and the reaction mixture was stirred overnight. The reaction mixture was vacuum evaporated to remove the methylene chloride and 25 ml of ethanol were added to the remainder of the reaction mixture. The reaction mixture was then allowed to stand for 3 days. The resultant cloudy mixture was then stirred at ambient temperature overnight, then vacuum evaporated to produce 13.7 g of a yellow, turbid liquid having a n_(D) ³⁰ of 1.4800. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 64 in Table I.

EXAMPLE 36 Reaction product of 2 moles of 1,3-di-n-sec-heptyl-2-S-ethyl isothiourea+pp'-diphenylmethane diisocyanate

The equipment was the same as in Example 26. 3.0 g (0.01 mole) of 1,3-di-sec-heptyl-2-S-ethyl isothiourea was mixed with 30 ml of toluene. 1.25 g (0.005 mole) of pp'-diphenylmethane diisocyanate was added to the mixture, and the reaction mixture was heated and held for 2 hours at 75° to 80° C. The IR showed a small isocyanate peak; so 10 drops of the isothiourea was added and heating continued for 30 minutes. The reaction mixture was then stirred at ambient temperature overnight. The reaction mixture was then vacuum evaporated to produce 4.5 g (104 weight percent of theory) of an amber colored liquid having a n_(D) ³⁰ of 1.5310. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 127 in Table I.

EXAMPLE 37 Reaction product of 2 moles of 1-N-sec-heptyl-3-N-n-hexyl-2-S-methyl-thiomethyl isothiourea+toluene 2,4-diisocyanate

The procedure and equipment were the same as in Example 36, but the reagents were 3.8 g (0.01 mole) 1-sec-heptyl-3-N-n-hexyl-2-S-methyl-thiomethyl isothiourea, 0.87 g (0.005 mole) toluene-2,4-diisocyanate and 25 ml of tetrahydrofuran. After completion of the reaction 20 drops of the isothiourea was added to react with remaining isocyanate at ambient temperature overnight. The reaction mixture was then vacuum evaporated, producing a result of 4.6 g of a red colored viscous liquid having a n_(D) ³⁰ of 1.5344. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 138 in Table I.

EXAMPLE 38 1-N-sec-heptyl-3-N-n-octyl-n-octadecylcarbamyl-2-S-allyl isothiourea

The procedure and equipment were the same as in Example 26. 1.9 g (0.006 mole) 1-sec-heptyl-3-n-octyl-2-S-allyl isothiourea was mixed with 25 ml of tetrahydrofuran to which 1.77 g (0.006 mole) n-octadecylisocyanate was added to the mixture. The reaction mixture was then stirred at ambient temperature overnight and then vacuum evaporated to produce 3.79 g (100 weight percent of theory yield) of a clear liquid having a n_(D) ³⁰ of 1.4769. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 144 in Table I.

EXAMPLE 39 Reaction product of 2 moles of 1-phenyl-3-n-heptyl-2-S-ethyl isothiourea+toluene-2,4-diisocyanate

The equipment was the same as used in Example 26. 2.78 g (0.01 mole) 1-phenyl-3-n-heptyl-2-S-ethyl isothiourea in 35 ml of tetrahydrofuran were mixed with 0.87 g (0.005 mole) toluene-2,4-diisocyanate. The reaction mixture was then refluxed on a steam bath for 1 hour, then 15 drops of the isothiourea was added, and the reaction mixture was refluxed for an additional hour to react all the isocyanate. The reaction mixture was vacuum evaporated to produce 4.1 g of a viscous, yellow liquid having a n_(D) ³⁰ of 1.5737. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 151 in Table I.

EXAMPLE 40 N-(5-sila-5,5-dimethyl-1-heptyl)-N'-n-heptyl,n-octadecylcarbamyl-2-S-ethyl isothiourea

The equipment was the same as in Example 26. 2.4 g (0.007 mole) 1-(5'-sila-5',5'-dimethyl-N-heptyl)-3-n-heptyl-2-S-ethyl isothiourea in 25 ml tetrahydrofuran was mixed with 2.06 g (0.007 mole) N-octadecylisocyanate and stirred at ambient temperature for 2 hours. The reaction mixture was vacuum evaporated to produce 4.51 g (100 weight percent of theory yield) of a clear liquid having a n_(D) ³⁰ of 1.4765. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 184 in Table I.

EXAMPLE 41 N-dichloroacetyl,N,N'-di-n-heptyl,S-ethyl isothiourea

3.0 g (0.01 mole) 1,3-di-n-heptyl-2-S-ethyl isothiourea dissolved in 25 ml of methylene chloride was placed in a three-neck 200 ml flask equipped with a magnetic stirrer. 1.1 g triethylamine was added to the mixture. Then 1.5 g (0.01 mole) dichloroacetyl chloride in 10 ml of methylene chloride was added slowly while cooling the reaction mixture in an ice bath. The reaction mixture was heated to and then held at 40° C. for one-half hour. The reaction product was washed with water and the organic layer was dried with magnesium sulfate, filtered and vacuum stripped to yield 4.1 g of a liquid having a n_(D) ³⁰ of 1.4723. The product was identified as the title product by NMR spectra analysis. Compound No. 332 in Table I.

EXAMPLE 42 Adduct of 1 mole 1,3-di-n-heptyl-2-S-ethyl isothiourea and 1 mole of diglycolic anhydride

The equipment was the same as in Example 41. 3.0 g (0.01 mole) of 1,3-di-n-heptyl-2-S-ethyl isothiourea dissolved in 15 ml glycol and 1.2 g (0.01 mole) diglycolic anhydride dissolved in 10 ml glycol were added thereto. The reaction was heated to reflux for 10 minutes and evaporated under vacuum to produce 4.1 g of a liquid having a n_(D) ³⁰ of 1.4608. The product was identified as the title product by IR and NMR spectra analyses. Compound No. 321 in Table I.

EXAMPLE 43 Adduct of 1 mole 1,3-di-n-heptyl-2-S-ethyl isothiourea and 1 mole of succinic anhydride

The equipment, procedures and reactants were the same as in Example 42 with the exception that 1.0 g (0.01 mole) succinic anhydride was substituted for the diglycolic anhydride. The reaction yield was 4.1 g of a semi-solid. The product was identified as the title product by NMR spectra analysis. Compound No. 331 in Table I.

EXAMPLE 44 Adduct of 1 mole 1,3-di-n-heptyl-2-S-ethyl isothiourea and 1 mole of formaldehyde

The procedure, equipment and reactants were the same as in Example 42 with the exception that 1.2 g formaldehyde as a 37 percent solution in water (0.01 mole plus approximately 20 percent excess) was substituted for the diglycolic anhydride. The reaction yield was 3.3 g of a semi-solid which was identified as the title product by NMR spectra analysis. Compound No. 323 in Table I.

EXAMPLE 45 Adduct of 1 mole 1,3-di-n-heptyl-2-S-ethyl isothiourea and 1 mole of p-anisaldehyde

The equipment, procedure and reactants were the same as in Example 42 with the exception that 1.4 g (0.01 mole) anisaldehyde was substituted for the diglycolic anhydride. The reaction yield was 4.3 g of a liquid having a n_(D) ³⁰ of 1.4825. The product was identified as the title product by NMR spectra analysis. Compound No. 328 in Table I.

                                      TABLE I                                      __________________________________________________________________________      ##STR31##                                                                     Compound                                                 n.sub.D.sup.30                                                                 or                    No.   R      R.sub.1                                                                               R.sub.2                                                                               R.sub.3                       °C.            __________________________________________________________________________     1     C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR32##                    1.4760                       2                                                                             C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR33##                    1.4956                       3                                                                             C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR34##                    1.5021                n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in which the average Molecular Weight                              is 508 and n equals 9-13 and averages 11.                                      4     C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR35##                    1.5440                  5   C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR36##                    Thick oil             n average = 7.7                                                                One of the reactants was Carbowax ® 400 a product of Union Carbide         Corporation in which the average Molecular Weight                              is 400 and n averages 7.7.                                                     6     C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR37##                    1.5283                  7   C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR38##                    1.5254                  8   C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR39##                    1.5235                  9   C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR40##                    1.5215                  10  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR41##                    1.5186                  11  C.sub. 7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                      C.sub.3 H.sub.7                                                                        ##STR42##                    1.5188                  12  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR43##                    1.5186                  13  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.4 H.sub.9                                                                        ##STR44##                    1.5180                  14  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.5 H.sub.11                                                                       ##STR45##                    1.5145                  15  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.6 H.sub.13                                                                       ##STR46##                    1.5115                  16  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.1 H.sub.3                                                                        ##STR47##                    1.5250                  17  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      iC.sub.4 H.sub.9                                                                       ##STR48##                    1.5147                  18  C.sub. 9 H.sub.19                                                                     C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR49##                    1.5093                  19  C.sub.6 H.sub.13                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR50##                    1.5214                  20  C.sub.8 H.sub.17                                                                      C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR51##                    1.5175                  21  C.sub.7 H.sub.15                                                                      C.sub.9 H.sub.19                                                                      C.sub.2 H.sub.5                                                                        ##STR52##                    1.5170                  22  tC.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR53##                    1.5134                  23  C.sub.7 H.sub.15                                                                      C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR54##                    1.5185                  24  C.sub.6 H.sub.13                                                                      C.sub.10 H.sub.21                                                                     C.sub.2 H.sub.5                                                                        ##STR55##                    1.5191                  25  C.sub.8 H.sub.17                                                                       C.sub.8 H.sub.17                                                                     C.sub.4 H.sub.9                                                                        ##STR56##                    1.5135                  26  C.sub.8 H.sub.17                                                                      C.sub.8 H.sub.17                                                                      C.sub.5 H.sub.11                                                                       ##STR57##                    1.5125                  27  C.sub.6 H.sub.13                                                                      C.sub.9 H.sub.19                                                                      C.sub.2 H.sub.5                                                                        ##STR58##                    1.5179                  28  C.sub.6 H.sub.13                                                                      C.sub.9 H.sub.19                                                                      C.sub.5 H.sub.11                                                                       ##STR59##                    1.5120                  29  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR60##                    1.4750                  30  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR61##                    1.4786                  31  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR62##                    1.4800                  32  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR63##                    1.5180                  33  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR64##                    1.4970                n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in which the average Molecular Weight                              is 508 and n equals 9-13 and averages 11.                                      34    C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR65##                    1.5084                   35 C.sub.8 H.sub.17                                                                      C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR66##                    1.5245                  36  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR67##                    1.4966                  37  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR68##                    1.5392                  38  C.sub.8 H.sub.17                                                                      C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR69##                    1.5274                  39  C.sub.6 H.sub.13                                                                      C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR70##                    1.5317                  40  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR71##                    1.4750                  41  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR72##                    1.4800                  42  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR73##                    1.5215                  43  C.sub.8 H.sub.17                                                                      C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR74##                    1.5200                  44  C.sub.6 H.sub.13                                                                      C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR75##                    1.5261                  45  C.sub.8 H.sub.17                                                                      C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR76##                    1.5175                  46  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR77##                    1.4770                  47  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR78##                    1.5340                  48  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR79##                    1.4930                  49  secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR80##                    1.5230                  50  secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR81##                    1.5190                  51  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR82##                    1.5235                  52  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR83##                    1.4830                  53  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR84##                    1.4871                  54  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub. 15                                                                     C.sub.2 H.sub.5                                                                        ##STR85##                    1.5270                  55  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR86##                    1.4765                  56  secC.sub.7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR87##                    1.4768                  57  secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR88##                    1.5175                   58 secC.sub.7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR89##                    1.5182                  59  secC.sub.7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR90##                    1.5190                   60 C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR91##                    1.5310                  61  secC.sub.7 H.sub.15                                                                   C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR92##                    1.4765                  62  secC.sub.7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR93##                    1.5237                  63  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR94##                    1.5242                  64  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR95##                    1.4800                  65  secC.sub.7 H.sub.15                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR96##                    1.4725                  66  secC.sub.7 H.sub.15                                                                   C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR97##                    1.5210                  67  secC.sub.7 H.sub.15                                                                   C.sub.6 H.sub.13                                                                      C.sub.2 H.sub. 5                                                                       ##STR98##                    Soft solid              68  secC.sub.7 H.sub.15                                                                   C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR99##                    1.5230                  69  secC.sub.8 H.sub.17                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR100##                   1.5125                  70  secC.sub.8 H.sub.17                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR101##                   1.5115                  71  secC.sub.8 H.sub.17                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR102##                   1.5205                  72  secC.sub.8 H.sub.17                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR103##                   1.4720                  73  C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR104##                   1.5390                  74  C.sub. 7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR105##                   1.4765                  75  secC.sub.7 H.sub.15                                                                   C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR106##                   1.4737                  76  secC.sub.7 H.sub.15                                                                   secC.sub.7 H.sub.15                                                                   C.sub.1 H.sub.3                                                                        ##STR107##                   1.4750                  77  tC.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR108##                   1.4755                   78 secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.1 H.sub.3                                                                        ##STR109##                   1.5280                  79  secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.1 H.sub.3                                                                        ##STR110##                   1.4750                   80 secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.1 H.sub.3                                                                        ##STR111##                   1.5335                  81  secC.sub.7 H.sub.15                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR112##                   1.5305                  82  secC.sub.7 H.sub.15                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR113##                   1.5240                  83  secC.sub.7 H                                                                          secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR114##                   1.4740                  84  secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR115##                   1.5295                  85  2-ethyl- hexyl                                                                        2-ethyl- hexyl                                                                        C.sub.2 H.sub.5                                                                        ##STR116##                   1.5201                      86                                                                             sec-C.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                     C.sub.2 H.sub.5                                                                        ##STR117##                   1.4740                  87  tC.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                      C.sub.1 H.sub.3                                                                        ##STR118##                   1.5342                  88  tC.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                      C.sub.1 H.sub.3                                                                        ##STR119##                   1.5276                  89  tC.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                      C.sub.1 H.sub.3                                                                        ##STR120##                   1.4772                  90  secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR121##                   1.5324                  91  secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR122##                   1.5170                      92                                                                             secC.sub.7 H.sub.15                                                                   secC.sub.7 H.sub.15                                                                   C.sub.1 H.sub.3                                                                        ##STR123##                   1.5292                  93  2-ethyl- hexyl                                                                        2-ethyl- hexyl                                                                        C.sub.2 H.sub.5                                                                        ##STR124##                   1.5258                  94  2-ethyl- hexyl                                                                        2-ethyl- hexyl                                                                        C.sub.2 H.sub.5                                                                        ##STR125##                   1.4760                  95  2-ethyl- hexyl                                                                        2-ethyl- hexyl                                                                        C.sub.2 H.sub.5                                                                        ##STR126##                   1.5306                  96  2-ethyl- hexyl                                                                        2-ethyl- hexyl                                                                        C.sub.2 H.sub.5                                                                        ##STR127##                   1.5238                  97  2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR128##                   1.5145                      98                                                                             secC.sub.7 H.sub.15                                                                   secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR129##                   1.5120                      99                                                                             2-ethyl- hexyl                                                                        2-ethyl- hexyl                                                                        C.sub.2 H.sub.5                                                                        ##STR130##                   1.5330                  100 tC.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                      C.sub.1 H.sub.3                                                                        ##STR131##                   1.5020                  101 2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR132##                   1.5000                  102 secC.sub.7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                       ##STR133##                   1.5226                       103                                                                           C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR134##                   1.5275                  104 2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.3 H.sub.7                                                                        ##STR135##                   1.5190                      105                                                                            tC.sub.8 H.sub.17                                                                     2-ethyl hexyl                                                                         C.sub.2 H.sub.5                                                                        ##STR136##                   1.5182                  106 2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR137##                   1.5277                  107 2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                        ##STR138##                   1.4775                  108 secC.sub.7 H.sub.15                                                                   C.sub.8 H.sub.17                                                                      CH.sub.2 SCH.sub.3                                                                     ##STR139##                   1.5255                  109 2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.3 H.sub.7                                                                        ##STR140##                   1.5200                  110 2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.3 H.sub.7                                                                        ##STR141##                   1.5337                  111 2-ethyl- hexyl                                                                        C.sub.7 H.sub.15                                                                      C.sub.3 H.sub.7                                                                        ##STR142##                   1.4772                  112 2-ethyl- hexyl                                                                        C.sub.7 H.sub. 15                                                                     C.sub.3 H.sub.7                                                                        ##STR143##                   1.5237                  113 secC.sub.7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                      C.sub.3 H.sub.7                                                                        ##STR144##                   1.4744                  114 2-ethyl- hexyl                                                                        C.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                        ##STR145##                   1.5170                      115                                                                            secC.sub.7 H.sub.15                                                                   C.sub.6 H.sub.13                                                                      C.sub.2 H.sub.5                                                                        ##STR146##                   1.5350                      116                                                                            C.sub.6 H.sub.13                                                                      secC.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                        ##STR147##                   1.5220                __________________________________________________________________________

    __________________________________________________________________________     Com-                                                                           pound                                                      n.sub.D.sup.30                                                                 or                  No. R       R.sub.1   R.sub.2   R.sub.3                    °C.          __________________________________________________________________________     117 C.sub.6 H.sub.13                                                                       2-ethyl hexyl                                                                            C.sub.2 H.sub.5                                                                           ##STR148##                1.5234                    118                                                                          C.sub.7 H.sub.15                                                                       C.sub.8 H.sub.17                                                                         C.sub.1 H.sub.3                                                                           ##STR149##                1.5190                    119                                                                          2-ethyl- hexyl                                                                         C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR150##                1.4765                120                                                                              tC.sub.8 H.sub.17                                                                      2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR151##                1.5120                    121                                                                          tC.sub.8 H.sub.17                                                                      C.sub.8 H.sub.17                                                                         C.sub.3 H.sub.7                                                                           ##STR152##                1.5124                    122                                                                          2-ethyl- hexyl                                                                         C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR153##                1.5264                123                                                                              2-ethyl- hexyl                                                                         C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR154##                1.5296                124                                                                              2-ethyl- hexyl                                                                         C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR155##                1.4770                125                                                                              C.sub.7 H.sub.15                                                                       2-ethyl hexyl                                                                            C.sub.2 H.sub.5                                                                           ##STR156##                1.5393                    126                                                                          secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR157##                1.4763                127                                                                              secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                           ##STR158##                1.5310                    128                                                                          2-ethyl- hexyl                                                                         2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR159##                1.5340                    129                                                                          C.sub.8 H.sub.17                                                                       2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR160##                1.5300                    130                                                                          tC.sub.8 H.sub.17                                                                      2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR161##                1.5271                131                                                                              tC.sub.8 H.sub.17                                                                      2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR162##                1.4785                132                                                                              tC.sub.8 H.sub.17                                                                      2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR163##                1.5150                133                                                                              secC.sub.7 H.sub.15                                                                    C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR164##                1.5345                    134                                                                          secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR165##                1.5283                    135                                                                          secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR166##                1.5164                    136                                                                          secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR167##                1.5165                    137                                                                          secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR168##                1.4745                138                                                                              secC.sub.7 H.sub.15                                                                    C.sub.6 H.sub.13                                                                         CH.sub.2 SCH.sub.3                                                                        ##STR169##                1.5344                    139                                                                          secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR170##                1.4750                140                                                                              secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                         C.sub.1 H.sub.3                                                                           ##STR171##                1.5293                    141                                                                          secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR172##                1.5295                142                                                                              tC.sub.8 H.sub.17                                                                      2-ethyl-  hexyl                                                                          C.sub.3 H.sub.7                                                                           ##STR173##                1.5317                143                                                                               ##STR174##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR175##                1.5758                144                                                                              secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                         CH.sub.2 CHCH.sub.2                                                                       ##STR176##                1.4769                145                                                                              secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                         CH.sub.2 CHCH.sub.2                                                                       ##STR177##                1.5225                    146                                                                           ##STR178##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR179##                1.5140                147                                                                              2-ethyl- hexyl                                                                         C.sub.7 H.sub.15                                                                         C.sub.3 H.sub.7                                                                           ##STR180##                1.5290                                                                         1.57357             148 C.sub.7 H.sub.15                                                                       C.sub.8 H.sub.17                                                                         CH.sub.2 CHCH.sub.2                                                                       ##STR181##                                    149                                                                                 ##STR182##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR183##                1.5785                150                                                                              secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub. 17                                                                        CH.sub.2 CHCH.sub.2                                                                       ##STR184##                1.5326                151                                                                               ##STR185##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR186##                1.5737                    152                                                                          secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                         C.sub.3 H.sub.7                                                                           ##STR187##                1.5134                    153                                                                          secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                         C.sub.3 H.sub.7                                                                           ##STR188##                1.4746                154                                                                              secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                         C.sub.3 H.sub.7                                                                           ##STR189##                1.5200                155                                                                               ##STR190##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR191##                1.5061                156                                                                               ##STR192##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR193##                1.5769                157                                                                              (C.sub.6 H.sub.5).sub.2 CH                                                             C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR194##                1.5165                158                                                                               ##STR195##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR196##                1.5860                    159                                                                          C.sub.8 H.sub.17                                                                       (CH.sub.2).sub.6 Cl                                                                      C.sub.2 H.sub.5                                                                           ##STR197##                1.4876                160                                                                               ##STR198##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR199##                1.5743                161                                                                              (C.sub.6 H.sub.5).sub.2 CH                                                             C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR200##                1.5760                    162                                                                          secC.sub.7 H.sub.15                                                                    C.sub.12 H.sub.25                                                                        C.sub.2 H.sub.5                                                                           ##STR201##                1.4736                163                                                                              C.sub.8 H.sub.17                                                                       (CH.sub.2).sub.2 SC.sub.5 H.sub.11                                                       C.sub.2 H.sub.5                                                                           ##STR202##                1.4850                164                                                                              secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           iC.sub.4 H.sub.9                                                                          ##STR203##                1.4754                165                                                                              C.sub.7 H.sub.15                                                                       CH.sub.2C.sub.H CH.sub.2                                                                 C.sub.2 H.sub.5                                                                           ##STR204##                1.4810                166                                                                              C.sub.7 H.sub.15                                                                       (CH.sub.2).sub.3 OCH.sub.3                                                               C.sub.2 H.sub.5                                                                           ##STR205##                1.4773                167                                                                              2-ethyl- hexyl O(CH.sub.2).sub.3                                                       C.sub.3 H.sub.7                                                                          C.sub.2 H.sub.5                                                                           ##STR206##                1.4746                168                                                                              C.sub.8 H.sub.17                                                                        ##STR207##                                                                              C.sub.2 H.sub.5                                                                           ##STR208##                1.5244                169                                                                              secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           iC.sub.3 H.sub.7                                                                          ##STR209##                1.4738                170                                                                              2-ethyl- hexyl                                                                          ##STR210##                                                                              C.sub.2 H.sub.5                                                                           ##STR211##                1.4836                171                                                                              secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.7 H.sub.15                                                                          ##STR212##                1.4735                172                                                                              secC.sub.7 H.sub.15                                                                    C.sub.9 H.sub.19                                                                         C.sub.2 H.sub.5                                                                           ##STR213##                1.4740                173                                                                               ##STR214##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR215##                1.4845                174                                                                              secC.sub.7 H.sub.15                                                                     ##STR216##                                                                              C.sub.2 H.sub.5                                                                           ##STR217##                1.4930                175                                                                              2-ethyl- hexyl                                                                         (CH.sub.2).sub.3 Cl                                                                      C.sub.2 H.sub.5                                                                           ##STR218##                1.4950                176                                                                              C.sub.7 H.sub.15                                                                       (CH.sub.2).sub.3 OCH.sub.3                                                               C.sub.5 H.sub.11                                                                          ##STR219##                1.4755                177                                                                               ##STR220##                                                                            C.sub.7 H.sub.15                                                                         C.sub.5 H.sub.11                                                                          ##STR221##                1.4750                178                                                                               ##STR222##                                                                            C.sub.7 H.sub.15                                                                         C.sub. 2 H.sub.5                                                                          ##STR223##                1.4760                179                                                                              secC.sub.7 H.sub.15                                                                    C.sub.12 H.sub.25                                                                        C.sub.2 H.sub.5                                                                           ##STR224##                1.5215                    180                                                                          secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           iC.sub.4 H.sub.9                                                                          ##STR225##                1.5295                    181                                                                          C.sub.8 H.sub.17                                                                        ##STR226##                                                                              C.sub.2 H.sub.5                                                                           ##STR227##                1.5205                182                                                                              secC.sub.7 H.sub.15                                                                    C.sub.12 H.sub.25                                                                        C.sub.2 H.sub.5                                                                           ##STR228##                1.5070                183                                                                               ##STR229##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR230##                1.5825                184                                                                               ##STR231##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR232##                1.4765                185                                                                               ##STR233##                                                                            C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR234##                1.5770                    186                                                                          C.sub.8 H.sub.17                                                                        ##STR235##                                                                              C.sub.2 H.sub.5                                                                           ##STR236##                1.4890                187                                                                              2-ethyl- hexyl                                                                         2-ethyl- hexyl                                                                           CH.sub.2 CHCH.sub.2                                                                       ##STR237##                1.4800                188                                                                              C.sub.7 H.sub.15                                                                       (CH.sub.2).sub.3 N(C.sub.2 H.sub.5).sub.2                                                C.sub.2 H.sub.5                                                                           ##STR238##                1.4780                189                                                                              2-ethyl- hexyl                                                                         2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR239##                1.4757                190                                                                              secC.sub.7 H.sub.15                                                                    C.sub.8 H.sub.17                                                                          ##STR240##                                                                               ##STR241##                1.4924                191                                                                              secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           iC.sub.4 H.sub.9                                                                          ##STR242##                1.5210                192                                                                              C.sub.8 H.sub.17                                                                       (CH.sub.2).sub.2 SC.sub.5 H.sub.11                                                       C.sub.2 H.sub.5                                                                           ##STR243##                1.5386                193                                                                              C.sub.7 H.sub.15                                                                       CH.sub.2 CHCH.sub. 2                                                                     C.sub.2 H.sub.5                                                                           ##STR244##                1.5450                194                                                                              2-ethylhexyl- O(CH.sub.2).sub.3                                                        C.sub.3 H.sub.7                                                                          C.sub.2 H.sub.5                                                                           ##STR245##                1.5250                195                                                                              secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           iC.sub.3 H.sub.7                                                                          ##STR246##                1.5195                196                                                                              2-ethyl- hexyl                                                                          ##STR247##                                                                              C.sub.2 H.sub.5                                                                           ##STR248##                1.5395                197                                                                              secC.sub.7 H.sub.15                                                                    2-ethyl- hexyl                                                                           C.sub.7 H.sub.15                                                                          ##STR249##                1.5146                198                                                                              secC.sub.7 H.sub.15                                                                     ##STR250##                                                                              C.sub.2 H.sub.5                                                                           ##STR251##                1.4820                199                                                                               C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR252##                1.440                 200                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR253##                1.4543                201                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR254##                1.4807                202                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR255##                1.4836                203                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR256##                1.4805                204                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR257##                1.4902                205                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR258##                1.5152                206                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR259##                1.517                 207                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR260##                1.5207                 208                                                                             C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR261##                1.5215                209                                                                              C.sub.7 H.sub.15                                                                       C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR262##                1.5273                210                                                                               ##STR263##                                                                            C.sub.1 H.sub.3                                                                           ##STR264##                                                                              CH.sub.3                   1.5308                211                                                                               ##STR265##                                                                            C.sub.1 H.sub.3                                                                           ##STR266##                                                                              CH.sub.3                   1.5559                212                                                                               ##STR267##                                                                            C.sub.1 H.sub.3                                                                           ##STR268##                                                                              CH.sub.3                   Dark oil              213                                                                               ##STR269##                                                                            C.sub.1 H.sub.3                                                                           ##STR270##                                                                              CH.sub.3                   1.548                 214                                                                               ##STR271##                                                                            C.sub.1 H.sub.3                                                                           ##STR272##                                                                              CH.sub.3                   Dark oil              215                                                                               ##STR273##                                                                            C.sub.1 H.sub.3                                                                           ##STR274##                                                                              CH.sub.3                   1.5417              __________________________________________________________________________

    __________________________________________________________________________     Compound                                                n.sub.D.sup.30                                                                 or                     No.   R     R.sub.1                                                                             R.sub.2  R.sub.3                       °C.             __________________________________________________________________________     216   C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR275##                   1.5785                       217                                                                            C.sub.6 H.sub.13                                                                     C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR276##                   1.5838                       218                                                                            C.sub.6 H.sub.13                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR277##                   1.5800                       219                                                                            C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR278##                   1.5710                       220                                                                            C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR279##                   1.5700                       221                                                                            C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR280##                   1.5680                       222                                                                            C.sub.6 H.sub.13                                                                     C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR281##                   1.5720                       223                                                                            C.sub.6 H.sub.13                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR282##                   1.5746                       224                                                                            C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR283##                   1.5726                 n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in                                                                 which the average Molecular Weight is 508 and n equals 9-13 and averages       225   C.sub.6 H.sub.13                                                                     C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR284##                   1.4930                   226 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR285##                   1.4895                   227 C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR286##                   1.4885                   228 C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR287##                   1.4892                   229 C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                          ##STR288##                   1.4528                   230 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR289##                   1.5460                   231 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR290##                   1.4552                   232 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR291##                   1.5035                   233 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR292##                   1.4913                   234 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR293##                   1.4950                   235 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR294##                   1.4863                   236 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR295##                   1.5010                   237 tC.sub.8 H.sub.17                                                                    C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR296##                   1.5020                   238 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR297##                   1.5018                       239                                                                            tC.sub.8 H.sub.17                                                                    C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR298##                   1.5082                   240 tC.sub.8 H.sub.17                                                                    C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR299##                   1.5063                   241 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR300##                   1.5215                   242 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR301##                   Crude solid              243 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR302##                   1.5033                   244 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR303##                   1.5044                   245 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR304##                   1.4985                   246 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR305##                   1.4923                   247 tC.sub.8 H.sub.17                                                                     C.sub.7 H.sub.15                                                                   C.sub.2 H.sub.5                                                                          ##STR306##                   1.4990                   248 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR307##                   1.4942                   249 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     C.sub.2 H.sub.5                                                                          ##STR308##                   1.5140                   250 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     C.sub.2 H.sub.5                                                                          ##STR309##                   1.5135                   251 tC.sub.8 H.sub.17                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR310##                   1.4673                   252 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     C.sub.2 H.sub.5                                                                          ##STR311##                   1.5060                   253 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     C.sub.2 H.sub.5                                                                          ##STR312##                   1.5052                   254 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     C.sub.2 H.sub.5                                                                          ##STR313##                   Crude solid              255 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     C.sub.2 H.sub.5                                                                          ##STR314##                   1.4953                   256 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     iC.sub.4 H.sub.9                                                                         ##STR315##                   1.4953                   257 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     iC.sub.4 H.sub.9                                                                         ##STR316##                   1.5078                   258 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     iC.sub.3 H.sub.7                                                                         ##STR317##                   1.5048                   259 tC.sub.8 H.sub.17                                                                    C.sub.4 H.sub.9                                                                     iC.sub.3 H.sub.7                                                                         ##STR318##                   1.5120                   260 C.sub.7 H.sub.15                                                                     C.sub.1 H.sub.3                                                                     C.sub.2 H.sub.5                                                                          ##STR319##                   1.5240                   261 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR320##                   1.5060                   262 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR321##                   1.5100                   263 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                          ##STR322##                   1.5030                 n average = 6.2                                                                One of the reactants was Carbowax ® 350 a product of Union Carbide         Corporation                                                                    in which the average Molecular Weight is 350 and n averages 6.2                264   C.sub.6 H.sub.13                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR323##                   1.4960                       265                                                                            C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR324##                   1.4942                       266                                                                            C.sub.6 H.sub.13                                                                     C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR325##                   1.4955                 n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in                                                                 which the average Molecular Weight is 508 and n equals 9-13 and averages       267   C.sub.6 H.sub.13                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR326##                   1.5025                       268                                                                            C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                    C.sub.2 H.sub.5                                                                          ##STR327##                   1.5005                       269                                                                            C.sub.6 H.sub.13                                                                     C.sub.6 H.sub.13                                                                    C.sub.2 H.sub.5                                                                          ##STR328##                   1.5065                 n average = 6.2                                                                One of the reactants was Carbowax ® 350 a product of Union Carbide         Corporation                                                                    in which the average Molecular Weight is 350 and n averages                    __________________________________________________________________________     6.2.                                                                      

    __________________________________________________________________________     Com-                                                                           pound                                                    n.sub.D.sup.30                                                                 or                    No. R     R.sub.1 R.sub.2   R.sub.3                      °C.            __________________________________________________________________________     270 C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR329##                  Soft wax                271                                                                              C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                           ##STR330##                  1.5166                  272                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR331##                  1.5200                  273                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR332##                  1.5024                  274                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR333##                  1.5240                275 C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR334##                  1.5205                  276                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR335##                  1.5215                  277                                                                              C.sub.8 H.sub.17                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR336##                  1.5256                  278                                                                              C.sub.8 H.sub.17                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR337##                  1.5219                  279                                                                              C.sub.8 H.sub.17                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR338##                  1.5351                  280                                                                              C.sub.8 H.sub.17                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR339##                  1.585                   281                                                                              C.sub.8 H.sub. 17                                                                    C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR340##                  1.4974                  -282                                                                             C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                           ##STR341##                  1.5205                  283                                                                              C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                           ##STR342##                  1.5246                  284                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       iC.sub.3 H.sub.7                                                                          ##STR343##                  1.5072                  285                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       iC.sub.3 H.sub.7                                                                          ##STR344##                  1.5242                  286                                                                              C.sub.8 H.sub.17                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR345##                  1.5228                  287                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub. 5                                                                          ##STR346##                  1.5244                  288                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       iC.sub.3 H.sub.7                                                                          ##STR347##                  1.5286                  289                                                                              C.sub.8 H.sub.17                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR348##                  1.5217                  290                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR349##                  1.5331                  291                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       iC.sub.3 H.sub.7                                                                          ##STR350##                  1.5201                  292                                                                               C.sub.8 H.sub.17                                                                    C.sub.5 H.sub.11                                                                       C.sub.2 H.sub.5                                                                           ##STR351##                  1.5258                  293                                                                              C.sub.8 H.sub.17                                                                     C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                           ##STR352##                  1.5193                  294                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR353##                  1.5177                  295                                                                              C.sub.6 H.sub.13                                                                     C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR354##                  1.5266                  296                                                                              C.sub.8 H.sub.17                                                                     C.sub.6 H.sub.13                                                                       C.sub.3 H.sub.7                                                                           ##STR355##                  1.5182                  297                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SCCl.sub.3                   1.5084                298 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SCCl.sub.2 CFCl.sub.2        1.5091                299 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SCCl.sub.2 CHCl.sub.2        1.5192                  300                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR356##                  1.5463                  301                                                                              2-ethyl-                                                                             2-ethyl-                                                                               C.sub.2 H.sub.5                                                                          SCCl.sub. 3                  1.5060                    hexyl hexyl                                                                  302                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR357##                  1.5580                  303                                                                              C.sub.4 H.sub.9                                                                      C.sub.4 H.sub.9                                                                        C.sub.8 H.sub.17                                                                          ##STR358##                  1.5245                  304                                                                              C.sub.8 H.sub.17                                                                     3,7-dimethyl- 2,6-octadienyl                                                           C.sub.2 H.sub.5                                                                           ##STR359##                  1.4882                  305                                                                              C.sub.4 H.sub.9                                                                      3,7-dimethyl- 2,6-octadienyl                                                           C.sub.2 H.sub.5                                                                           ##STR360##                  1.4848                  306                                                                              C.sub.1 H.sub.3                                                                      C.sub.1 H.sub.3                                                                        C.sub.14 H.sub.29                                                                         ##STR361##                  1.5141                  307                                                                              C.sub.2 H.sub.5                                                                      C.sub.2 H.sub.5                                                                        C.sub.12 H.sub.25                                                                         ##STR362##                  1.5091                  308                                                                              2-ethyl- hexyl                                                                       2-ethyl- hexyl                                                                          ##STR363##                                                                               ##STR364##                  1.5029                  309                                                                              2-ethyl- hexyl                                                                       2-ethyl- hexyl                                                                          ##STR365##                                                                               ##STR366##                  1.5253                  310                                                                              2-ethyl- hexyl                                                                       2-ethyl- hexyl                                                                          ##STR367##                                                                               ##STR368##                  1.4600                  311                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR369##                                          312                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR370##                                          313                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR371##                  Low melting                                                                    material              314 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR372##                  Low- melting                                                                   material                315                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR373##                  Low- melting                                                                   material                316                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR374##                  Semi-solid              317                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR375##                  Semi-solid              318                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR376##                  Hygro- scopic           319                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub. 2 H.sub.5                                                                          ##STR377##                  1.5425                  320                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR378##                  Semi-solid              321                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR379##                  1.4608                  322                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR380##                  1.4630                  323                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          CH.sub.2 OH                  Semi-solid              324                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR381##                  1.4513                  325                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR382##                  1.4563                  326                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR383##                  1.4588                  327                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR384##                  1.4638                  328                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR385##                  1.4825                  329                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR386##                  Semi-solid              330                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR387##                  No line                 331                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR388##                  Semi-solid              332                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR389##                  1.4729                  333                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR390##                  No line                 334                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR391##                  1.4920                  335                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR392##                  1.4672                  336                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR393##                  1.4856                  337                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR394##                  1.4673                  338                                                                              C.sub.7 H.sub. 15                                                                    C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR395##                  1.4560                  339                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR396##                  1.4870                  340                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR397##                  1.4830                  341                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SO.sub.2 NH.sub.2            1.4660                  342                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR398##                  1.4632                  343                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR399##                  1.4670                  344                                                                              C.sub.7 H.sub.15                                                                      C.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                           ##STR400##                  1.4874                  345                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR401##                  1.4670                  346                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SO.sub.3 CH.sub.3            1.4325                347 C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SO.sub.2 NHC.sub.4 H.sub.9   1.5264                  348                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR402##                  Glass                   349                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                                           1.4356                  350                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR403##                  1.5140                  351                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR404##                  Semi-solid              352                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR405##                  1.5472                  353                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR406##                  1.5464                  354                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR407##                  Stench                  355                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub. 5                                                                          ##STR408##                  1.4600                  356                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR409##                  1.4467                  357                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR410##                  1.5730                  358                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR411##                  Semi-solid              359                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SCCl.sub.3                   1.4880                  360                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub. 5                                                                          ##STR412##                  1.4640                  361                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR413##                  1.4670                  362                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR414##                  1.4780                  363                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR415##                  1.4990                  364                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR416##                  1.4970                  365                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR417##                  1.4915                  366                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR418##                  1.4922                  367                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR419##                  Semi-solid              368                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR420##                  Semi-solid              369                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR421##                  1.4620                  370                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR422##                                          371                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR423##                  Semi-solid              372                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                          SO.sub.3.sup.⊖.HN.sup.⊕ (CH.sub.3)                                 .sub.3                       Semi-solid              373                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR424##                  1.4630                  374                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR425##                  Semi-solid              375                                                                              2-ethyl- hexyl                                                                       2-ethyl- hexyl                                                                         C.sub.2 H.sub.5                                                                           ##STR426##                  1.4664                  376                                                                              secC.sub.7 H.sub.15                                                                  C.sub.6 H.sub.13                                                                       C.sub.2 H.sub.5                                                                           ##STR427##                  1.4666                  377                                                                              secC.sub.7 H.sub.15                                                                  C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                           ##STR428##                  1.4633                  378                                                                              secC.sub.7 H.sub.15                                                                  secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                           ##STR429##                  1.4680                  379                                                                              secC.sub.7 H.sub.15                                                                  C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR430##                  1.4683                  380                                                                              2-ethyl- hexyl                                                                       2-ethyl- hexyl                                                                         C.sub.2 H.sub.5                                                                           ##STR431##                  1.5487                  381                                                                              secC.sub.7 H.sub.15                                                                  C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR432##                  1.5638                  382                                                                              secC.sub.7 H.sub.15                                                                  C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                           ##STR433##                  1.5567                  383                                                                              secC.sub.7 H.sub.15                                                                  secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                           ##STR434##                  1.4612                  384                                                                              2-ethyl- hexyl                                                                       2-ethyl- hexyl                                                                         C.sub.2 H.sub.5                                                                           ##STR435##                  1.4653                  385                                                                              secC.sub.7 H.sub.15                                                                  C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                           ##STR436##                  1.4673                  386                                                                              C.sub.7 H.sub.15                                                                     C.sub.7 H.sub.15                                                                       C.sub.2 H.sub.5                                                                           ##STR437##                  1.5440                __________________________________________________________________________

    __________________________________________________________________________     Com-                                                                           pound                                                      n.sub.D.sup.30                                                                 or                  No. R    R.sub.1                                                                             R.sub.2                                                                             R.sub.3                                 °C.          __________________________________________________________________________     387 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR438##                             Thick oil           n average = 7.7                                                                One of the reactants was Carbowax ® 400 a product of Union Carbide         Corporation in which the average Molecular Weight                              is 400 and n averages 7.7.                                                       388                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR439##                             1.5021              n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in which the average Molecular Weight is 508 and                   n equals 9-13 and averages 11.                                                   389                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR440##                             1.5000                390                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR441##                                                   391                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR442##                                                 n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in which the average Molecular Weight is 508 and                   n equals 9-13 and averages 11.                                                   392                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR443##                                                 n average = 7.7                                                                One of the reactants was Carbowax ® 400 a product of Union Carbide         Corporation in which the average Molecular Weight                              is 400 and n averages 7.7.                                                       393                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR444##                                                   394                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR445##                                                 n average = 7.7                                                                One of the reactants was Carbowax ®  400 a product of Union Carbide        Corporation in which the average Molecular Weight                              is 400 and n averages 7.7.                                                       395                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR446##                                                 n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in which the average Molecular Weight is 508 and                   n equals 9-13 and averages 11.                                                   396                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR447##                                                   397                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR448##                                                 n average = 7.7                                                                One of the reactants was Carbowax ® 400 a product of Union Carbide         Corporation in which the average Molecular Weight                              is 400 and n averages 7.7.                                                       398                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR449##                                                 n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in which the average Molecular Weight is 508 and                   n equals 9-13 and averages 11.                                                 399 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR450##                                                 n average = 7.7                                                                One of the reactants was Carbowax ® 400 a product of Union Carbide         Corporation in which the average Molecular Weight                              is 400 and n averages 7.7.                                                       400                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                     NH(CH.sub.2).sub.6 NCO                                        401                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR451##                                                   402                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR452##                                                   403                                                                              C.sub. 7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR453##                                                   404                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR454##                                                 n average = 7.7                                                                One of the reactants was Carbowax ® 400 a product of Union Carbide         Corporation in which the average Molecular Weight                              is 400 and n averages 7.7.                                                       405                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR455##                                                 n average = 11                                                                 One of the reactants was Tergitol ® 15-S-7 a product of Union Carbide      Corporation in which the average Molecular Weight is 508 and                   n equals 9-13 and averages 11.                                                   406                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR456##                                                   407                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR457##                                                   408                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR458##                                                   409                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR459##                                                   410                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR460##                             Liquid                411                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR461##                             Wax                   412                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR462##                             Wax                   413                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR463##                             Vis- cous                                                                      liquid                414                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR464##                             Wax                   415                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR465##                             Wax                   416                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                     ##STR466##                             Vis- cous                                                                      liquid                417                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR467##                             Paste                 418                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR468##                             Vis- cous                                                                      liquid                419                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR469##                             Paste                 420                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR470##                             Vis- cous                                                                      liquid                421                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR471##                             Vis- cous                                                                      liquid                422                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR472##                             Vis- cous                                                                      liquid                423                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR473##                             Vis- cous                                                                      liquid                424                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR474##                             Vis- cous                                                                      liquid                425                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR475##                             Vis- cous                                                                      liquid                426                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR476##                             Vis- cous                                                                      liquid                427                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR477##                             Vis- cous                                                                      liquid                428                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR478##                             Vis- cous                                                                      liquid                429                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR479##                             Vis- cous                                                                      liquid                430                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR480##                             1.5260                431                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR481##                             1.5312                432                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR482##                             1.5339                433                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR483##                             Wax                   434                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR484##                             Vis- cous                                                                      liquid                435                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR485##                             1.5628                436                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR486##                             1.52526               437                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR487##                             1.531                 438                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR488##                             1.5210                439                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR489##                             1.5282                440                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR490##                             1.540                 441                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR491##                             1.5524                442                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR492##                             1.5277                443                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR493##                             Soft wax              444                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR494##                             Vis- cous                                                                      liquid                445                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR495##                             Vis- cous                                                                      liquid                446                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR496##                             1.5355                447                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR497##                             Vis- cous                                                                      liquid                448                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR498##                             Vis- cous                                                                      liquid                449                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR499##                             1.5251                450                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR500##                             1.5461                451                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR501##                             1.5269                452                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR502##                             1.5488                453                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR503##                             1.5481                454                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR504##                             1.5481                455                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR505##                             1.5472                456                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR506##                             Vis- cous                                                                      liquid                457                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR507##                             Vis- cous                                                                      liquid                458                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR508##                             Vis- cous                                                                      liquid                459                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR509##                             Vis- cous                                                                      liquid                460                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR510##                             Vis- cous                                                                      liquid                461                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR511##                             1.5304                462                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR512##                             1.5416                463                                                                              C.sub.7 H.sub. 15                                                                   C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR513##                             Vis- cous                                                                      liquid                464                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR514##                             Vis- cous                                                                      liquid                465                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR515##                             Wax                    466                                                                             C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR516##                             1.5396                467                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR517##                             Wax                   468                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR518##                             1.5325                469                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR519##                             1.5304                470                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR520##                             1.5311                471                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR521##                             1.5378                472                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR522##                             1.5250                473                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR523##                             Vis- cous                                                                      liquid                474                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR524##                             1.5484                475                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR525##                             1.5124                476                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR526##                             1.5172                477                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR527##                             1.5548                478                                                                              C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR528##                             1.5206              __________________________________________________________________________

    __________________________________________________________________________     Compound                                                  n.sub.D.sup.30                                                                 or                   No.   R    R.sub.1                                                                              R.sub.2                                                                             R.sub.3                             °C.           __________________________________________________________________________     479   C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR529##                         1.5288                 480 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR530##                         1.5233                 481 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR531##                         1.5220                 482 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR532##                         1.5278                 483 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR533##                         Wax                    484 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR534##                         Viscous liquid         485 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR535##                         Viscous liquid         486 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR536##                         Viscous liquid         487 C.sub. 7 H.sub.15                                                                   C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR537##                         Viscous liquid         488 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR538##                         Viscous liquid         489 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR539##                         1.550                  490 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR540##                         1.5329                 491 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR541##                         1.5234                 492 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR542##                         1.532                  493 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR543##                         1.5280                 494 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR544##                         1.537                  495 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR545##                         1.5236                 496 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR546##                         Pasty solid            497 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR547##                         1.5280                 498 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR548##                         1.5254                 499 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR549##                         1.5258                 500 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR550##                         1.5401                 501 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR551##                         1.5250                 502 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR552##                         1.553                  503 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR553##                         Viscous liquid         504 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR554##                         1.567                  505 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR555##                         Viscous liquid         506 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR556##                         1.552                  507 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR557##                          Viscous                                                                       liquid                 508 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR558##                         1.542                  509 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR559##                         Viscous liquid         510 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR560##                         1.5494                 511 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR561##                          Viscous                                                                       liquid                 512 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR562##                         1.542                  513 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR563##                         1.5311                 514 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR564##                         Soft glass             515 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR565##                         1.5398                 516 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR566##                         1.5180                 517 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR567##                         1.5246                 518 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR568##                         Soft glass             519 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR569##                         Very viscous                                                                   liquid                 520 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR570##                         Viscous liquid         521 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR571##                         Amber gel              522 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR572##                         Viscous liquid         523 C.sub.7 H.sub.15                                                                    C.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                      ##STR573##                         Soft glass           __________________________________________________________________________

    __________________________________________________________________________     Compound                                                                       No.   R       R.sub.1 R.sub.2                                                                              R.sub.3                  n.sub.D.sup.30 or                                                              °C.                __________________________________________________________________________     524   2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR574##              1.5429                      525 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR575##              1.5460                      526 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR576##              1.5430                      527 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR577##              Tacky solid                 528 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR578##              1.5228                      529 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR579##              Wax                         530 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR580##              Wax                         531 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR581##              1.5231                      532 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR582##              1.5265                      533 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR583##              1.5257                      534 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR584##              1.5235                      535 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR585##              1.5215                      536 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR586##              1.5216                      537 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR587##              1.5294                      538 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR588##              1.5290                      539 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR589##              1.5309                      540 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR590##              1.5475                      541 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR591##              1.5215                      542 C.sub.8 H.sub.17                                                                       C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                       ##STR592##              1.5209                      543 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR593##              1.5234                      544 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR594##              1.5275                      545 C.sub.8 H.sub.17                                                                       C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                       ##STR595##              1.5298                      546 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR596##              1.5280                      547 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.3 H.sub.7                                                                       ##STR597##              1.5260                      548 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.3 H.sub.7                                                                       ##STR598##              1.5455                      549 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR599##              1.5455                      550 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.3 H.sub.7                                                                       ##STR600##              1.5451                      551 C.sub.8 H.sub.17                                                                       C.sub.8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                       ##STR601##              1.5445                      552 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR602##              1.5195                      553 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR603##              1.5204                      554 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR604##              1.5268                      555 C.sub.8 H.sub.17                                                                       2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR605##              1.5466                      556 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR606##              1.5007                      557 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.3 H.sub.7                                                                       ##STR607##              1.5180                      558 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR608##              1.5185                      559 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.3 H.sub.7                                                                       ##STR609##              Waxy white solid            560 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.3 H.sub.7                                                                       ##STR610##              1.5420                      561 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.3 H.sub.7                                                                       ##STR611##              1.5210                      562 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.3 H.sub.7                                                                       ##STR612##              1.522                       563 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.3 H.sub.7                                                                       ##STR613##              1.5236                      564 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR614##              1.5231                      565 C.sub.8 H.sub.17                                                                       2-ethylhexyl                                                                           C.sub. 2 H.sub.5                                                                      ##STR615##              1.5279                      566 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR616##              1.5278                      567 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.3 H.sub.7                                                                       ##STR617##              1.5278                      568 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.3 H.sub.7                                                                       ##STR618##              1.5270                      569 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR619##              1.5240                      570 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR620##              1.5410                      571 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR621##              1.5209                      572 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR622##              Opaque white wax            573 C.sub.8 H.sub.17                                                                       2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR623##              1.524                       574 C.sub.8 H.sub.17                                                                       2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR624##              1.5239                      575 C.sub.8 H.sub.17                                                                       2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR625##              1.5262                      576 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR626##              1.5270                      577 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR627##              1.5304                      578 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR628##              1.5330                      579 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR629##              1.5305                      580 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR630##              1.5268                      581 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR631##              1.5321                      582 2-ethylhexyl                                                                           secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                       ##STR632##              1.5415                      583 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR633##              1.5406                      584 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR634##              1.5233                      585 2-ethylhexyl                                                                           2-ethylhexyl                                                                           C.sub.2 H.sub.5                                                                       ##STR635##              1.4991                    __________________________________________________________________________

    __________________________________________________________________________     Compound                                                  n.sub.D.sup.+                                                                  or                   No.   R       R.sub.1 R.sub.2                                                                             R.sub.3                        °C.           __________________________________________________________________________     586                                                                                   ##STR636##                                                                             ##STR637##                                                                            C.sub.2 H.sub.5                                                                      ##STR638##                    1.5163                     587                                                                             ##STR639##                                                                             ##STR640##                                                                            C.sub.2 H.sub.5                                                                      ##STR641##                    1.5162                     588                                                                             ##STR642##                                                                             ##STR643##                                                                            C.sub.2 H.sub.5                                                                      ##STR644##                    1.4948                     589                                                                             ##STR645##                                                                             ##STR646##                                                                            C.sub.2 H.sub.5                                                                      ##STR647##                    1.5292                     590                                                                             ##STR648##                                                                             ##STR649##                                                                            C.sub.2 H.sub.5                                                                      ##STR650##                    1.5212                 591                                                                                 ##STR651##                                                                             ##STR652##                                                                            C.sub.2 H.sub.5                                                                      ##STR653##                    1.5153                 592                                                                                 ##STR654##                                                                             ##STR655##                                                                            C.sub.2 H.sub.5                                                                      ##STR656##                    1.5181                 593                                                                                 ##STR657##                                                                             ##STR658##                                                                            C.sub.2 H.sub.5                                                                      ##STR659##                    1.5228                 594                                                                                 ##STR660##                                                                             ##STR661##                                                                            C.sub.2 H.sub.5                                                                      ##STR662##                    1.5178                 595                                                                                 ##STR663##                                                                             ##STR664##                                                                            C.sub.2 H.sub.5                                                                      ##STR665##                    1.5447                 596                                                                                 ##STR666##                                                                             ##STR667##                                                                            C.sub.2 H.sub.5                                                                      ##STR668##                    1.5195                 597                                                                                 ##STR669##                                                                             ##STR670##                                                                            C.sub.2 H.sub.5                                                                      ##STR671##                    1.5166                 598                                                                                 ##STR672##                                                                             ##STR673##                                                                            C.sub.2 H.sub.5                                                                      ##STR674##                    1.5178                 599                                                                                 ##STR675##                                                                             ##STR676##                                                                            C.sub.2 H.sub.5                                                                      ##STR677##                    1.5187                 600                                                                                 ##STR678##                                                                             ##STR679##                                                                            C.sub.2 H.sub.5                                                                      ##STR680##                    1.5176                 601                                                                                 ##STR681##                                                                             ##STR682##                                                                            C.sub.2 H.sub.5                                                                      ##STR683##                    1.5166                 602 secC.sub.7 H.sub.15                                                                    tC.sub.8 H.sub.17                                                                      C.sub.2 H.sub.5                                                                      ##STR684##                    1.5184                 603 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR685##                    1.5196                 604 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR686##                    1.5178                     605                                                                             ##STR687##                                                                             ##STR688##                                                                            C.sub.3 H.sub.7                                                                      ##STR689##                    1.5142                     606                                                                             ##STR690##                                                                             ##STR691##                                                                            C.sub.3 H.sub.7                                                                      ##STR692##                    1.4930                     607                                                                             ##STR693##                                                                             ##STR694##                                                                            C.sub.3 H.sub.7                                                                      ##STR695##                    1.5133                     608                                                                             ##STR696##                                                                             ##STR697##                                                                            C.sub.3 H.sub.7                                                                      ##STR698##                    1.5244                     609                                                                            secC.sub.7 H.sub.17                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR699##                    1.5182                 610 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR700##                    1.5166                 611 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR701##                    1.5177                 612 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR702##                    1.5202                 613 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR703##                    1.5156                 614 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR704##                    1.5507                 615 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR705##                    1.514                  616 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR706##                    1.509                  617 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR707##                    1.5164                 618 secC.sub.7 H.sub.17                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR708##                    1.5128                 619 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR709##                    1.5145                 620 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR710##                    1.5211                 621 secC.sub.7 H.sub.15                                                                    secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR711##                    1.514                  622                                                                                 ##STR712##                                                                             ##STR713##                                                                            C.sub.3 H.sub.7                                                                      ##STR714##                    1.5118                 623                                                                                 ##STR715##                                                                             ##STR716##                                                                            C.sub.3 H.sub.7                                                                      ##STR717##                    1.5157                 624                                                                                 ##STR718##                                                                             ##STR719##                                                                            C.sub.3 H.sub. 7                                                                     ##STR720##                    1.5169                 625                                                                                 ##STR721##                                                                             ##STR722##                                                                            C.sub.3 H.sub.7                                                                      ##STR723##                    1.5154                 626                                                                                 ##STR724##                                                                             ##STR725##                                                                            C.sub.3 H.sub.7                                                                      ##STR726##                    1.5137                 627                                                                                 ##STR727##                                                                             ##STR728##                                                                            C.sub.3 H.sub.7                                                                      ##STR729##                    1.5163                 628                                                                                 ##STR730##                                                                             ##STR731##                                                                            C.sub.3 H.sub.7                                                                      ##STR732##                    1.5170                 629 C.sub.8 H.sub.17                                                                       secC.sub.7 H.sub.15                                                                    C.sub.2 H.sub.5                                                                      ##STR733##                    1.5239                 630                                                                                 ##STR734##                                                                             ##STR735##                                                                            C.sub.3 H.sub.7                                                                      ##STR736##                    1.5154                 631                                                                                 ##STR737##                                                                             ##STR738##                                                                            C.sub.3 H.sub.7                                                                      ##STR739##                    1.5423               __________________________________________________________________________

    __________________________________________________________________________     Com-                                                                           pound                                                      n.sub.D.sup.30                                                                 or                  No. R           R.sub.1   R.sub.2   R.sub.3                °C.          __________________________________________________________________________     632 C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SC.sub.2 H.sub.5                                                                          ##STR740##            1.4488                 633                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SC.sub.2 H.sub.5                                                                          ##STR741##            1.4564                634                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SC.sub.2 H.sub.5                                                                          ##STR742##            1.5583                 635                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SC.sub.2 H.sub.5                                                                          ##STR743##            62-77°         636                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SC.sub.2 H.sub.5                                                                          ##STR744##            1.4425                637                                                                              C.sub.7 H.sub.15                                                                           C.sub. 7 H.sub.15                                                                        SC.sub.2 H.sub.5                                                                          ##STR745##            1.4954                638                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SC.sub.2 H.sub.5                                                                          ##STR746##            1.5592              n average = 6.2 One of the reactants was Carbowax ® 350 a product of       Union Carbide Corporation                                                      in which the average Molecular Weight is 250 and n averages 6.2.               639 C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                          ##STR747##                                                                               ##STR748##            1.4841                640                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SCH.sub.2 CH.sub.2 OH                                                                     ##STR749##            Waxy semi-                                                                     solid                 641                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         SCH.sub.2 CH.sub.2 OH                                                                     ##STR750##            Waxy solid             642                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR751##            1.4621                643                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR752##            1.4613                644                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR753##            1.4568                645                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR754##            1.4538                 646                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR755##            1.4708                647                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub. 2 H.sub.5                                                                          ##STR756##            1.4412                648                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR757##            1.4553                649                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR758##            1.4501                650                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR759##            1.4654                651                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR760##            1.4990                652                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR761##            1.4764                653                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR762##            1.4563                 654                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR763##            1.4689                655                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR764##            1.4836                656                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR765##            1.4660                657                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR766##            1.4623                658                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR767##            1.5095                659                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR768##            Glass                 660                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR769##            1.5209                661                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR770##            1.5156                662                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR771##            1.4929                663                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR772##            1.4897                664                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR773##            1.5228                 665                                                                             2-ethyl- hexyl                                                                             2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR774##            1.4899                666                                                                              2-ethyl- hexyl                                                                             C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR775##            1.4879                667                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR776##            1.4746                668                                                                              2-ethyl- hexyl                                                                             2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR777##            1.4930                669                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR778##            Waxy semi-                                                                     solid                 670                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR779##            1.4793              671 C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR780##            1.4757                672                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR781##            Slush                 673                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR782##            1.4778                674                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR783##            Slush                  675                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR784##            1.4740                676                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR785##            1.4746                677                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR786##            1.4725                678                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR787##            Slush                  679                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR788##            1.4960                680                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR789##            1.4533                681                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR790##            1.4727                682                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR791##            1.4732                683                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR792##            1.4748                684                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR793##            1.4724                685                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR794##            1.4730                 686                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR795##            1.4730                687                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR796##            Slush                 688                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR797##            1.4932                689                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR798##            1.4872                 690                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR799##            1.4776                691                                                                              tC.sub.8 H.sub.17                                                                          C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR800##            1.4809                 692                                                                             C.sub.8 H.sub.17                                                                           C.sub.5 H.sub.11                                                                         C.sub.2 H.sub.5                                                                           ##STR801##            1.4765                693                                                                              C.sub.6 H.sub.13                                                                           C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR802##            1.4771                694                                                                              secC.sub.7 H.sub.15                                                                        C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR803##            1.4757                695                                                                              secC.sub.7 H.sub.15                                                                        C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR804##            1.4766                696                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR805##            1.4760                697                                                                              tC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR806##            1.4817                698                                                                              tC.sub.8 H.sub.17                                                                          C.sub.4 H.sub.9                                                                          C.sub.2 H.sub.5                                                                           ##STR807##            1.4835                 699                                                                             tC.sub.8 H.sub.17                                                                          C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR808##            1.4821                700                                                                              secC.sub.8 H.sub.17                                                                        secC.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                           ##STR809##            1.4752                 701                                                                             tC.sub.4 H.sub.9                                                                           secC.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                           ##STR810##            1.4789                702                                                                              secC.sub.7 H.sub.15                                                                        secC.sub.7 H.sub.15                                                                      C.sub.1 H.sub.3                                                                           ##STR811##            1.4770                 703                                                                             secC.sub.7 H.sub.15                                                                        secC.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                           ##STR812##            1.4745                704                                                                              tC.sub.8 H.sub.17                                                                          C.sub.8 H.sub.17                                                                         C.sub.1 H.sub.3                                                                           ##STR813##            1.4809                 705                                                                             secC.sub.7 H.sub.15                                                                        C.sub.7 H.sub.15                                                                         C.sub.3 H.sub.7                                                                           ##STR814##            1.4748                706                                                                              2-ethyl- hexyl                                                                             2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR815##            1.4782                 707                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR816##            1.4822                708                                                                              secC.sub.7 H.sub.15                                                                        C.sub.7 H.sub.15                                                                         C.sub.3 H.sub.7                                                                           ##STR817##            1.5166                709                                                                              2-ethyl- hexyl                                                                             C.sub.7 H.sub.15                                                                         C.sub. 2 H.sub.5                                                                          ##STR818##            1.4784                 710                                                                             tC.sub.8 H.sub.17                                                                          2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR819##            1.4837                711                                                                              tC.sub.8 H.sub.17                                                                          2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR820##                                  712                                                                              secC.sub.7 H.sub.15                                                                        C.sub.7 H.sub.15                                                                         C.sub.4 H.sub.9                                                                           ##STR821##            1.4748                713                                                                              secC.sub.7 H.sub.15                                                                        C.sub.7 H.sub.15                                                                         C.sub.4 H.sub.9                                                                           ##STR822##            1.5152                714                                                                              tC.sub.8 H.sub.17                                                                          C.sub.8 H.sub.17                                                                         C.sub.3 H.sub.7                                                                           ##STR823##            1.4808                715                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         CH.sub.2 SCH.sub.3                                                                        ##STR824##            1.4960                716                                                                              C.sub.2 H.sub.5                                                                            C.sub.2 H.sub.5                                                                          C.sub.2 H.sub.5                                                                           ##STR825##            1.4883                717                                                                              2-ethyl- hexyl                                                                             C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR826##            1.4788                718                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                  1.5305                                                   ##STR827##                                719 secC.sub.7 H.sub.15                                                                        C.sub.7 H.sub.15                                                                         C.sub.3 H.sub.7                  1.5307                                                   ##STR828##                                720 secC.sub.7 H.sub.15                                                                        2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR829##            1.4776                721                                                                              secC.sub.7 H.sub.15                                                                        2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR830##            1.4785                 722                                                                             2-ethyl- hexyl                                                                             C.sub.6 H.sub.13                                                                         CH.sub.2 SCH.sub.3                                                                        ##STR831##            1.4983                723                                                                               ##STR832## C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR833##            1.5295                724                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR834##            1.4766                725                                                                              C.sub. 7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR835##            1.4738                726                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         CH.sub.2 CHCH.sub.2                                                                       ##STR836##            1.4814                727                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR837##            1.5008                728                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR838##            Slurry                729                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.1 H.sub.3                                                                           ##STR839##            1.4752                730                                                                               ##STR840## C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR841##            1.5255                731                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.3 H.sub. 7                                                                          ##STR842##            1.4757                732                                                                               ##STR843## C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR844##            1.4803                734                                                                              secC.sub.7 H.sub.15                                                                        C.sub.12 H.sub.25                                                                        C.sub.2 H.sub.5                                                                           ##STR845##            1.4739                735                                                                              C.sub.5 H.sub.11 S(CH.sub.2).sub.2                                                         C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR846##            1.4898                 736                                                                             C.sub.7 H.sub.15                                                                           (CH.sub.2).sub.3 OCH.sub.3                                                               C.sub.5 H.sub.11                                                                          ##STR847##            1.4772                737                                                                              secC.sub.7 H.sub.15                                                                        2-ethyl- hexyl                                                                           iC.sub.4 H.sub.9                                                                          ##STR848##            1.4794                738                                                                              C.sub.7 H.sub.15                                                                           CH.sub.2 CH CH.sub.2                                                                     C.sub.2 H.sub.5                                                                           ##STR849##            1.4857                739                                                                              CH.sub.3 O(CH.sub.2).sub.2 O(CH.sub.2).sub.3                                               C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR850##            1.4777                740                                                                              2-ethyl- hexyl-O(CH.sub.2).sub.3                                                           C.sub.3 H.sub.7                                                                          C.sub.2 H.sub.5                                                                           ##STR851##            1.4723                741                                                                              C.sub.8 H.sub.17                                                                            ##STR852##                                                                              C.sub.2 H.sub.5                                                                           ##STR853##            1.4792                742                                                                              secC.sub.7 H.sub.15                                                                        2-ethyl- hexyl                                                                           iC.sub.3 H.sub.7                                                                          ##STR854##            1.4764                 743                                                                             secC.sub.7 H.sub.15                                                                        2-ethyl- hexyl                                                                           C.sub.7 H.sub.15                                                                          ##STR855##            1.4721                744                                                                              CH.sub.3 O(CH.sub. 2).sub.2 O(CH.sub.2).sub.3                                              C.sub.7 H.sub.15                                                                         C.sub.5 H.sub.11                                                                          ##STR856##            1.4757                745                                                                               ##STR857## 2-ethyl- hexyl                                                                           C.sub.2 H.sub.5                                                                           ##STR858##            1.4915                746                                                                               ##STR859## C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR860##            1.4943                747                                                                              secC.sub.7 H.sub.15                                                                        C.sub.9 H.sub.19                                                                         C.sub.2 H.sub.5                                                                           ##STR861##            1.4750                748                                                                              secC.sub.7 H.sub.15                                                                         ##STR862##                                                                              C.sub.2 H.sub.5                                                                           ##STR863##            1.5105                749                                                                               ##STR864## C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR865##            1.4740                 750                                                                             C.sub.8 H.sub.17                                                                            ##STR866##                                                                              C.sub.2 H.sub.5                                                                           ##STR867##            1.4936                751                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR868##            1.4948                 752                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR869##            1.4922                753                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR870##            1.4916                754                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR871##            1.4894                755                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR872##            1.4898                756                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub. 2 H.sub.5                                                                          ##STR873##            1.4892                757                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR874##            1.4879                758                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR875##            1.4860                 759                                                                             C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR876##            1.5287                760                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR877##            1.5250                761                                                                              C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR878##            1.5366                762                                                                              2-ethyl- hexyl                                                                             2-ethyl- hexyl                                                                           CH.sub.2 CHCH.sub.2                                                                       ##STR879##            1.4800                 763                                                                              2-ethyl- hexyl                                                                            2-ethyl- hexyl                                                                           C.sub.3 H.sub.7                                                                           ##STR880##            1.4749                764                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                          ##STR881##                                                                               ##STR882##            1.5052                765                                                                               ##STR883## secC.sub.7 H.sub.15                                                                      C.sub.2 H.sub.5                                                                           ##STR884##            1.5298                766                                                                              C.sub.7 H.sub.15                                                                           (CH.sub.2).sub.3 N(C.sub.2 H.sub.5).sub.2                                                C.sub.2 H.sub.5                                                                           ##STR885##            1.4786                767                                                                              secC.sub.7 H.sub.15                                                                         ##STR886##                                                                              C.sub.2 H.sub.5                                                                           ##STR887##            1.4909                768                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                          ##STR888##                                                                               ##STR889##            1.5114                769                                                                               ##STR890##                                                                                 ##STR891##                                                                              C.sub.2 H.sub.5                                                                           ##STR892##            1.5632                 770                                                                              ##STR893##                                                                                 ##STR894##                                                                              C.sub.2 H.sub.5                                                                           ##STR895##            1.5526                771                                                                               ##STR896## C.sub.7 H.sub.15                                                                         C.sub.2 H.sub.5                                                                           ##STR897##            1.4882                772                                                                              secC.sub.7 H.sub.15                                                                        C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR898##            1.4784                773                                                                              secC.sub.7 H.sub.15                                                                        C.sub.6 H.sub.13                                                                         C.sub.2 H.sub.5                                                                           ##STR899##            1.4730                774                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR900##            1.4756                775                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR901##            1.4766                 776                                                                             secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR902##            1.5215                777                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR903##            1.5145                778                                                                              secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                         C.sub.2 H.sub.5                                                                           ##STR904##            1.5219              __________________________________________________________________________

    __________________________________________________________________________     Compound                                               n.sub.D.sup.30 or       No.     R           R.sub.1  R.sub.2 R.sub.3           °C.              __________________________________________________________________________     779     3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR905##       1.5125                    780   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR906##       1.5152                    781   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR907##       1.511                     782   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR908##       1.510                     783   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR909##       1.5165                    784   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR910##       1.5147                    785   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR911##       1.5124                    786   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl hexyl                                                                   C.sub.3 H.sub.7                                                                         ##STR912##       1.5160                    787   3,5,5-trimethyl hexyl                                                                      3,5,5-trimethyl  hexyl                                                                  C.sub.3 H.sub.7                                                                         ##STR913##       1.5250                    788   2-ethyl hexyl                                                                              2-ethyl hexyl                                                                           Allyl                                                                                   ##STR914##       1.5253                    789   secC.sub.7 H.sub.15                                                                        2-ethyl hexyl                                                                           iC.sub.3 H.sub.7                                                                        ##STR915##       1.5114                    790   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        SCCl.sub.3        1.5001                    791   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR916##       Waxy solid                792   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                         ##STR917##       39-45° C.          793   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR918##       1.4837                    794   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR919##       1.4784                    795   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.3 H.sub.7                                                                         ##STR920##       1.4765                    796   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.3 H.sub.7                                                                         ##STR921##       1.4720                    797                                                                                   ##STR922##                                                                                 ##STR923##                                                                             Allyl                                                                                   ##STR924##       1.5777                    798   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR925##       1.5608                    799   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub. 17                                                                       C.sub.1 H.sub.3                                                                         ##STR926##       1.4919                    800   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR927##       1.4960                    801   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                         ##STR928##       1.4855                    802   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR929##       1.4907                    803   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR930##       1.5218                    804   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR931##       1.4985                    805   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR932##       1.4652                    806   2-ethyl hexyl                                                                              2-ethyl hexyl                                                                           C.sub.2 H.sub.5                                                                         ##STR933##       1.4882                    807   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR934##       1.4817                    808   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR935##       1.4784                    809   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR936##       1.4768                    810   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR937##       1.4745                    811                                                                                   ##STR938## C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR939##       1.4740                    812   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR940##       1.4750                    813   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR941##       1.4005                    814   [(CH.sub.3).sub.2 CHCH.sub.2 ].sub.2                                                       C.sub.6 H.sub.13                                                                        C.sub.2 H.sub.5                                                                         ##STR942##       1.4740                    815   3-methyl hexyl                                                                             C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR943##       1.4760                    816   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR944##       1.4750                    817   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR945##       1.4873                    818   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR946##       1.4780                    819   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR947##       1.4730                    820                                                                                   ##STR948## C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR949##       1.4745                    821   [(CH.sub.3).sub.2 CHCH.sub.2 ].sub.2 CH                                                    C.sub.6 H.sub.13                                                                        C.sub.2 H.sub.5                                                                         ##STR950##       1.4740                    822   3-methyl hexyl                                                                             C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR951##       1.4736                    823   C.sub.8 H.sub.17                                                                           C.sub.6 H.sub.13                                                                        C.sub.3 H.sub.7                                                                         ##STR952##       1.4735                    824   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR953##       1.5612                    825   C.sub.8 H.sub. 17                                                                          C.sub.6 H.sub.13                                                                        C.sub.3 H.sub.7                                                                        SCCl.sub.3        1.5048                    826   C.sub.8 H.sub.17                                                                           C.sub.6 H.sub.13                                                                        C.sub.3 H.sub.7                                                                         ##STR954##       1.5367                    827   C.sub.8 H.sub.17                                                                           C.sub.6 H.sub.13                                                                        C.sub.3 H.sub.7                                                                         ##STR955##       1.5375                    828   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR956##       1.5194                    829   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR957##       1.5310                    830   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR958##       1.4982                    831   secC.sub.7 H.sub. 15                                                                       C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR959##       1.4742                    832   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR960##       1.4796                    833   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR961##       1.4747                    834   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR962##       1.3265                    835   2-ethyl hexyl                                                                              2-ethyl hexyl                                                                           Allyl                                                                                   ##STR963##       1.4800                    836   2-ethyl hexyl                                                                              2-ethyl hexyl                                                                           C.sub.3 H.sub.7                                                                         ##STR964##       1.4755                    837                                                                                   ##STR965## C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR966##       1.4750                    838   C.sub.8 H.sub. 17                                                                          C.sub.6 H.sub.13                                                                        Allyl                                                                                   ##STR967##       1.5239                    839   C.sub.8 H.sub.17                                                                           C.sub.6 H.sub.13                                                                        Allyl                                                                                   ##STR968##       1.4806                    840   C.sub.8 H.sub.17                                                                           C.sub.6 H.sub.13                                                                        Allyl                                                                                   ##STR969##       1.5257                    841   C.sub.8 H.sub.17                                                                           C.sub.6 H.sub.13                                                                        C.sub.3 H.sub.7                                                                         ##STR970##       1.5318                    842   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR971##       1.4822                    843   C.sub.8 H.sub.17                                                                           C.sub.6 H.sub.13                                                                        Allyl                                                                                   ##STR972##       1.4796                    844   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR973##       1.4775                    845                                                                                   ##STR974## C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR975##       1.4818                    846   C.sub.8 H.sub.17                                                                           secC.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                         ##STR976##       1.5245                    847   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR977##       1.4764                    848   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR978##       1.4772                    849   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR979##       1.4791                    850   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub. 17                                                                       C.sub.2 H.sub.5                                                                         ##STR980##       1.4769                    851   2-ethyl hexyl                                                                              C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR981##       1.5325                    852                                                                                   ##STR982## C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR983##       1.4785                    853   (CH.sub.3 CH.sub.2 CH.sub.2).sub.2 CH                                                      C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR984##       1.4755                    854   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                         ##STR985##                                                                             ##STR986##       1.5021                    855   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR987##       1.5145                    856   secC.sub.7 H.sub.15                                                                        C.sub. 8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                         ##STR988##       1.5215                    857   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR989##       1.5171                    858   (n-C.sub.3 H.sub.7).sub.2 CH                                                               C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR990##       1.4775                    859   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR991##       1.5400                    860   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR992##       1.4945                    861   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR993##       1.5076                    862   (CH.sub.3 CH.sub.2 CH.sub.2 ).sub.2 CH                                                     C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR994##       1.4895                    863   (CH.sub.3 CH.sub.2 CH.sub.2).sub.2 CH                                                      C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR995##       1.4755                    864   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR996##       1.5119                    865   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR997##       1.4848                    866   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR998##       1.4851                    867   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR999##       1.4974                  868     secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1000##      1.5219                    869   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1001##      1.4766                    870   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1002##      1.4756                    871   secC.sub.7 H.sub.15                                                                        secC.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                         ##STR1003##      1.4765                    872   3-methyl hexyl                                                                             C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1004##      1.4747                    873                                                                                   ##STR1005##                                                                               C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1006##      1.5230                    874                                                                                   ##STR1007##                                                                               C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1008##      1.5165                    875   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1009##      1.4782                    876   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1010##      1.5194                    877   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                         ##STR1011##      1.4775                    878   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                         ##STR1012##      1.4765                    879   C.sub.8 H.sub.17                                                                           C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1013##      1.4776                    880   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1014##      1.4766                    881   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1015##      1.4745                    882   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1016##      1.4733                    883   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1017##      1.4732                    884   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1018##      1.4725                    885   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1019##      1.4883                    886   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1020##      1.4892                    887   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1021##      1.5030                    888   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1022##      1.5136                    889   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1023##      1.5200                    890   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1024##      1.5195                    891   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1025##      1.5053                    892   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1026##      1.5217                    893                                                                                   ##STR1027##                                                                               C.sub.1 H.sub.3                                                                         C.sub.2 H.sub.5                                                                         ##STR1028##      1.5550                    894                                                                                   ##STR1029##                                                                               C.sub.1 H.sub.3                                                                         C.sub.2 H.sub.5                                                                         ##STR1030##      29-32° C.          895                                                                                   ##STR1031##                                                                               C.sub.1 H.sub.3                                                                         C.sub.2 H.sub.5                                                                         ##STR1032##      1.4856                    896   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1033##      1.4725                    897   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1034##      1.4761                    898   secC.sub.7 H.sub.15                                                                        C.sub. 8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                         ##STR1035##      1.4716                    899   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1036##      1.4714                    900   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1037##      1.5220                    901   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1038##      1.4930                    902   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR1039##      1.4817                    903                                                                                   ##STR1040##                                                                               C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1041##      1.5805                    904                                                                                   ##STR1042##                                                                               C.sub. 8 H.sub.17                                                                       C.sub.2 H.sub.5                                                                         ##STR1043##      1.4864                    905   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1044##      1.5255                    906   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1045##      1.5069                    907   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1046##      1.5232                    908   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1047##      1.5332                    909   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR1048##      1.4801                    910   C.sub.8 H.sub.17                                                                           C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1049##      1.4762                    911   C.sub.8 H.sub.17                                                                           C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1050##      1.4772                    912   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1051##      1.5230                    913   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1052##      1.5152                    914   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR1053##      1.4774                    915   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR1054##      1.4792                    916   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1055##      1.5074                    917   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        Allyl                                                                                   ##STR1056##      1.5471                    918   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1057##      1.5191                    919   secC.sub.7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                         ##STR1058##      1.5400                    920                                                                                   ##STR1059##                                                                               C.sub.2 H.sub.5                                                                         C.sub.2 H.sub.5                                                                         ##STR1060##      1.4795                    921   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR1061##      1.5180                    922   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR1062##      1.5065                    923   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR1063##      1.5180                    924   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR1064##      1.5230                    925   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR1065##      1.5195                    926   C.sub.7 H.sub.15                                                                           C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                         ##STR1066##      1.5495                  __________________________________________________________________________

    __________________________________________________________________________     Compound                                             n.sub.D.sup.30 or         No.     R            R.sub.1  R.sub.2                                                                               R.sub.3         °C.                __________________________________________________________________________     927     C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                        ##STR1067##    1.5245                      928   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                        ##STR1068##    1.5360                      929                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.3 H.sub.7                                                                              ##STR1069##                                                                            1.5181                                             930   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                        ##STR1070##    1.5222                      931   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1071##    1.4724                      932                                                                          2-ethyl hexyl                                                                  2-ehtyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1072##                                                                            1.4765                                             933   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                        ##STR1073##    1.5180                      934   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                        ##STR1074##    1.5247                      935                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1075##                                                                            1.4775                                             936                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1076##                                                                            1.5317                                             937                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1077##                                                                            1.5210                                             938                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1078##                                                                            1.5332                                             939                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1079##                                                                            1.5440                                             940                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1080##                                                                            1.5210                                             941                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1081##                                                                            1.5220                                             942                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1082##                                                                            1.4890                                             943                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1083##                                                                            1.5165                                             944                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1084##                                                                            1.5150                                             945                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1085##                                                                            1.4770                                             946   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1086##    (Spectroscopic data                                                            IR & NMR)                   947   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1087##    1.4726                      948                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1088##                                                                            1.4730                                             949                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1089##                                                                            1.5300                                             950   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1090##    1.5282                      951   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.2 H.sub.5                                                                        ##STR1091##    1.5312                      952                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1092##                                                                            1.5210                                             953                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1093##                                                                            1.5473                                             954                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1094##                                                                            1.5326                                             955                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1095##                                                                            1.5234                                             956   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1096##    1.5180                      957                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1097##                                                                            1.5172                                             958   C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1098##    1.5122                      959   (CH.sub.3 CH.sub.2 CH.sub.2).sub.2 CH                                                       C.sub.4 H.sub.5                                                                         C.sub.2 H.sub.5                                                                        ##STR1099##    1.4756                      960                                                                                   ##STR1100## C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1101##    1.4789                      961                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1102##                                                                            1.5135                                             962   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        Allyl                                                                                  ##STR1103##    1.5176                      963   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.3 H.sub.7                                                                        ##STR1104##    1.5130                      964   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.3 H.sub.7                                                                        ##STR1105##    1.5138                      965                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1106##                                                                            1.4765                                             966   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1107##    1.4840                      967   secC.sub.7 H.sub.15                                                                         C.sub.6 H.sub.13                                                                        C.sub.2 H.sub.5                                                                        ##STR1108##    1.4962                      968   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1109##    1.4955                      969   secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1110##    1.4920                      970   secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.4 H.sub.9                                                                        ##STR1111##    1.4909                      971   C.sub.8 H.sub.17                                                                            C.sub.5 H.sub.11                                                                        C.sub.2 H.sub.5                                                                        ##STR1112##    1.4970                      972                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1113##                                                                            1.4953                                             973   secC.sub.7 H.sub.15                                                    2-ethyl hexyl                                                                          C.sub.3 H.sub.7                                                                              ##STR1114##                                                                            1.4929                                             974                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1115##                                                                            1.4983                                             975   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1116##    1.4890                      976   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.3 H.sub.7                                                                        ##STR1117##    1.4726                      977   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.3 H.sub.7                                                                        ##STR1118##    1.4735                      978                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1119##                                                                            1.5165                                             979   secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1120##    1.5080                    980     C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1121##    1.5414                      981   C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1122##    1.5333                      982   C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1123##    1.4880                      983   C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1124##    1.5182                      984   C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1125##    1.4743                      985   C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1126##    1.4948                      986   C.sub.8 H.sub.17                                                                            C.sub.8 H.sub.17                                                                        C.sub.2 H.sub.5                                                                        ##STR1127##    1.5157                      987                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.1 H.sub.3                                                                              ##STR1128##                                                                            1.5211                                             988                                                                          2-ethyl hexyl                                                                  2-ethyl hexyl                                                                          C.sub.2 H.sub.5                                                                              ##STR1129##                                                                            1.4762                                             989   secC.sub.7 H.sub.15                                                    2-ethyl hexyl                                                                          C.sub.3 H.sub.7                                                                              ##STR1130##                                                                            1.5145                                             990   secC.sub.7 H.sub.15                                                    2-ethyl hexyl                                                                          C.sub.3 H.sub.7                                                                              ##STR1131##                                                                            1.5110                                             991   secC.sub.7 H.sub.15                                                    2-ethyl hexyl                                                                          C.sub.3 H.sub.7                                                                              ##STR1132##                                                                            1.5118                                             992   secC.sub.7 H.sub.15                                                    2-ethyl hexyl                                                                          C.sub.3 H.sub.7                                                                              ##STR1133##                                                                            1.5287                                             993   secC.sub.7 H.sub.15                                                    2-ethyl hexyl                                                                          C.sub.3 H.sub.7                                                                              ##STR1134##                                                                            1.5199                                             994   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1135##    1.5177                      995   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1136##    1.5205                      996   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1137##    1.5145                      997   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1138##    1.5194                      998   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1139##    1.5281                      999   C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1140##    1.4729                      1000  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1141##    1.4756                      1001  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1142##    1.5241                      1002  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1143##    1.5164                      1003  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1144##    1.5229                      1004  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1145##    1.5241                      1005  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1146##    1.4772                      1006  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1147##    1.5142                      1007  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1148##    1.4816                      1008  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1149##    1.5249                      1009  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1150##    1.5196                      1010  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1151##    1.5300                      1011  secC.sub.7 H.sub.15                                                                         C.sub.6 H.sub.13                                                                        C.sub.2 H.sub.5                                                                        ##STR1152##    1.5182                      1012  C.sub.7 H.sub.15                                                                            C.sub.7 H.sub.15                                                                        Allyl                                                                                  ##STR1153##    1.5365                      1013  secC.sub.7 H.sub.15                                                                         secC.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                        ##STR1154##    1.5150                      1014  secC.sub.7 H.sub.15                                                                         secC.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                        ##STR1155##    1.4776                      1015  secC.sub.7 H.sub.15                                                                         secC.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                        ##STR1156##    1.5154                      1016  secC.sub.7 H.sub.15                                                                         secC.sub.7 H.sub.15                                                                     C.sub.2 H.sub.5                                                                        ##STR1157##    1.4936                      1017  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1158##    1.5255                      1018  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1159##    1.5132                      1019  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1160##    1.5140                      1020  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1161##    1.5280                      1021  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1162##    1.4718                      1022  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1163##    1.5032                      1023  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1164##    1.5390                      1024  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1165##    1.5291                      1025  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1166##    1.5188                      1026  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1167##    1.5303                      1027  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1168##    1.5352                      1028  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1169##    1.4344                      1029  secC.sub.7 H.sub.15                                                                         C.sub.7 H.sub.15                                                                        C.sub.3 H.sub.7                                                                        ##STR1170##    1.5278                      1030  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1171##    1.5175                      1031  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1172##    1.5322                      1032  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1173##    1.4846                      1033  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1174##    1.5388                      1034  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1175##    1.5160                      1035  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1176##    1.4723                      1036  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1177##    1.5319                      1037  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1178##    1.4956                      1038  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1179##    1.5185                      1039  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1180##    1.5152                      1040  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1181##    1.5162                      1041  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1182##    1.5356                      1042  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1183##    1.5216                      1043  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1184##    1.5286                      1044  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1185##    1.5187                      1045  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1186##    1.5316                      1046  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1187##    1.5432                      1047  secC.sub. 7 H.sub.15                                                                        C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1188##    1.5229                      1048  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1189##    1.4804                      1049  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1190##    1.4709                      1050  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1191##    1.4790                      1051  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1192##    1.4754                      1052  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1193##    1.4775                      1053  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1194##    1.4742                      1054  secC.sub.7 H.sub.15                                                                         C.sub.8 H.sub.17                                                                        C.sub.1 H.sub.3                                                                        ##STR1195##    1.5245                      1055  secC.sub.7 H.sub.15                                                                         secC.sub.6 H.sub.13                                                                     C.sub.5 H.sub.11                                                                       ##STR1196##    1.4805                      1056  secC.sub.7 H.sub.15                                                                         secC.sub.6 H.sub.13                                                                     C.sub.5 H.sub.11                                                                       ##STR1197##    1.4734                      1057  secC.sub.7 H.sub.15                                                                         secC.sub.7 H.sub.15                                                                     C.sub.1 H.sub.3                                                                        ##STR1198##    1.4910                    __________________________________________________________________________

    __________________________________________________________________________     Compound No.                                                                           R             R.sub.1       R.sub.2                                                                              R.sub.3       n.sub.D.sup.30 or                                                              °C.             __________________________________________________________________________     1058    secC.sub.7 H.sub.15                                                                          2-ethyl hexyl i-C.sub.3 H.sub.7                                                                     ##STR1199##  1.4885                   1059  3-methyl hexyl                                                                               C.sub.8 H.sub.17                                                                             C.sub.2 H.sub.5                                                                       ##STR1200##  1.4954                   1060                                                                                  ##STR1201##  C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1202##  1.4985                   1061                                                                                  ##STR1203##  C.sub.8 H.sub.17                                                                             C.sub.3 H.sub.7                                                                       ##STR1204##  1.4985                   1062  (n-C.sub.3 H.sub.7).sub.2 CH                                                                 C.sub.8 H.sub.17                                                                             C.sub.2 H.sub.5                                                                       ##STR1205##  1.4936                   1063                                                                                  ##STR1206##  C.sub.8 H.sub.17                                                                             C.sub.2 H.sub.5                                                                       ##STR1207##  1.4960                   1064                                                                                  ##STR1208##  C.sub.8 H.sub.17                                                                             C.sub.2 H.sub.5                                                                       ##STR1209##  1.4926                   1065                                                                                  ##STR1210##  C.sub.8 H.sub.17                                                                             C.sub.3 H.sub.7                                                                       ##STR1211##  1.4902                   1066                                                                                  ##STR1212##  C.sub.8 H.sub.17                                                                             C.sub.3 H.sub.7                                                                       ##STR1213##  1.4915                   1067                                                                                  ##STR1214##                                                                                  ##STR1215##  C.sub.3 H.sub.7                                                                       ##STR1216##  1.4909                   1068  secC.sub.7 H.sub.15                                                                          secC.sub.6 H.sub.13                                                                          C.sub.5 H.sub.11                                                                      ##STR1217##  1.5122                 1069    secC.sub.7 H.sub.15                                                                          secC.sub.6 H.sub.13                                                                          C.sub.5 H.sub.11                                                                      ##STR1218##  1.4786                   1070  secC.sub.7 H.sub.15                                                                          secC.sub.6 H.sub.13                                                                          C.sub.5 H.sub.11                                                                      ##STR1219##  1.5213                   1071  secC.sub.7 H.sub.15                                                                          C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1220##  1.5325                   1072  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1221##  1.4720                   1073  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1222##  1.5153                   1074  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1223##  1.5286                   1075   secC.sub.8 H.sub.17                                                                         C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1224##  1.5620                   1076  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1225##  1.5403                   1077  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1226##  1.5318                   1078  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1227##  1.4750                   1079  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1228##  1.5141                   1080  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1229##  1.5380                   1081  secC.sub. 8 H.sub.17                                                                         C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1230##  1.4712                   1082  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1231##  1.5152                   1083  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1232##  1.5167                   1084  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1233##  1.5159                   1085  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1234##  1.4739                   1086  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1235##  1.5220                   1087  secC.sub.8 H.sub.17                                                                          secC.sub.7 H.sub. 15                                                                         C.sub.1 H.sub.3                                                                       ##STR1236##  1.5317                   1088  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1237##  1.5298                   1089  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1238##  1.5167                   1090  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1239##  1.5254                   1091  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1240##  1.5231                   1092  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1241##  1.4950                   1093  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1242##  1.5301                   1094  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1243##  1.4765                   1095  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1244##  1.4821                   1096  secC.sub.8 H.sub.17                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1245##  1.5443                   1097                                                                                  ##STR1246##  2-ethyl hexyl C.sub.3 H.sub.7                                                                       ##STR1247##  1.4938                   1098                                                                                  ##STR1248##  2-ethyl hexyl C.sub.2 H.sub.5                                                                       ##STR1249##  1.4955                   1099  C.sub.7 H.sub.15                                                                             C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1250##  1.4987                   1100                                                                                  ##STR1251##  2-ethyl hexyl C.sub.2 H.sub.5                                                                       ##STR1252##  1.4934                   1101  2-ethyl hexyl C.sub.8 H.sub.17                                                                             C.sub.3 H.sub.7                                                                       ##STR1253##  1.4926                   1102  2-ethyl hexyl 2-ethyl hexyl C.sub.3 H.sub.7                                                                       ##STR1254##  1.4940                   1103                                                                                  ##STR1255##  C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1256##  1.4940                   1104                                                                                  ##STR1257##  C.sub.8 H.sub.17                                                                             C.sub.2 H.sub.5                                                                       ##STR1258##  1.4959                   1105                                                                                  ##STR1259##  C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1260##  1.4752                   1106                                                                                  ##STR1261##  C.sub.8 H.sub.17                                                                             C.sub.2 H.sub.5                                                                       ##STR1262##  1.4750                   1107                                                                                  ##STR1263##  C.sub.8 H.sub.17                                                                             C.sub.3 H.sub.7                                                                       ##STR1264##  1.4747                   1108  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1265##  1.4751                   1109  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1266##  1.5224                   1110  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1267##  1.5194                   1111  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1268##  1.5306                   1112  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1269##  1.5292                   1113  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1270##  1.5234                   1114  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1271##  1.5182                   1115  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1272##  1.5238                   1116  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1273##  1.5441                 1117    C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1274##  1.5410                   1118  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1275##  1.4786                   1119  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1276##  1.5354                   1120  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1277##  1.5354                   1121  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1278##  1.5232                   1122  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1279##  1.5380                   1123  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1280##  1.5376                   1124  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1281##  1.5296                   1125  C.sub.6 H.sub.13                                                                             C.sub.8 H.sub.17                                                                             C.sub.1 H.sub.3                                                                       ##STR1282##  1.5249                   1126  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1283##  1.4730                   1127  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1284##  1.5231                   1128  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1285##  1.5232                   1129  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1286##  1.5218                   1130  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1287##  1.5278                   1131  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1288##  1.5227                   1132  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1289##  1.5174                   1133  secC.sub.7 H.sub.15                                                                          C.sub.7 H.sub.15                                                                             C.sub.1 H.sub.3                                                                       ##STR1290##  1.5299                   1134                                                                                  ##STR1291##  C.sub.8 H.sub.17                                                                              C.sub.2 H.sub.5                                                                      ##STR1292##  1.4920                   1135  C.sub.7 H.sub.15                                                                             C.sub.7 H.sub.15                                                                             C.sub.2 H.sub.5                                                                       ##STR1293##  1.4803                   1136  secC.sub.7 H.sub.15                                                                          C.sub.8 H.sub.17                                                                             C.sub.2 H.sub.5                                                                       ##STR1294##  1.4950                 __________________________________________________________________________

III. Tobacco Budworm [Heliothis virescens (F.)]

Larvae of the tobacco budworm are used in this test in a procedure identical to that used for salt-marsh caterpillar larvae, except that a Romaine lettuce (Latuca sativa) leaf section of approximately the same size as the curly dock leaf section is used in place of the latter. The primary screening level for this test is 0.1 percent by weight of the test compound in the solution.

Table II summarizes the results of the lepidoptericidal tests performed on the compounds of Table I. These test results are expressed as LD₅₀ values, which represent the dose of test compound which was lethal to 50 percent of the insect population in the test. The entries in Table II were obtained as follows:

For a particular lepidoptera, each compound was initially tested at the primary screening level. Those compounds showing less than 50 percent kill at this level are represented in the table by the primary screening level preceded by a "greater than" sign (>). Those compounds showing approximately 50 percent kill are represented by the primary screening level alone. Those compounds showing greater than 50 percent kill were subjected to further testing at successively lower levels, until the level was found at which approximately 50 percent kill was achieved. The latter level is listed as the LD₅₀ for this group.

Phytotoxicity Tests

Phytotoxicity tests are conducted on cotton (Gossaypium hirsutum) and hyzini squash (Calabacita abobrinha) seedlings. Plants are grown and treated in Kaiser No. 1059 6"×9"×3" aluminum flats. Each flat contains one row of cotton and one row of squash, with 6-8 plants per row. The plants are grown in the greenhouse and are treated when they are approximately 8 days old and 2" tall.

Technical test compounds are diluted in a 50-50 acetone-water solution and formulated compounds are diluted in water. These test solutions are then sprayed on the flats in a Ducon-Savko Model 3400 linear spray table at rates of 1/2, 1, 2, and 4 lbs a.i./80 gallons/acre. The treated plants are then placed in the greenhouse and watered in such a way that the foliage is not wet.

One week later, the treated plants are inspected and the degree of phytotoxicity is subjectively rated from 0 to 5 as follows:

0=no injury

1=slight injury

2=slight to moderate injury

3=moderate injury

4=moderate to severe injury

5=severe injury or dead

Table II also summarizes the results of the phytotoxicity tests performed on the compounds of Table I.

The primary screening level in each of the above tests was selected for purposes of convenience only, and none of the figures in the table are to be understood as representing the highest level at which a viable test for lepidoptericidal activity can be conducted.

                  TABLE II                                                         ______________________________________                                         Com-  Lepidoptericidal   Phytotoxicity                                         pound Activity           Cotton    Squash                                      No.   SMC      CL       TBW    1/2 1   2   1/2 1   2                           ______________________________________                                         1     .008     .01      >.05   0   0   2   0   0   2                           2     .008     .003     .04    0   0   1   0   1   2                           3     .0024    .006     .03    0   0   3   0   1   1                           4     .016     .0016    >.08   0   0   0   0   0   0                           5     .003     .009     .15    1   4   4   1   4   4                           6     .001     .005     .05    0   0   2   0   0   2                           7     .002     .0008    .02    0   1   4   0   1   4                           8     .0009    .0009    .02    0   1   4   0   0   3                           9     .0007    .002     .01    1   3   5   0   2   5                           10    .005     .0007    .02    1   3   5   1   3   5                           11    .008     .002     >.05   0   2   5   0   2   5                           12    .001     .002     >.05   0   1   5   0   2   5                           13    .003     .003     >.05   1   2   5   1   2   5                           14    .003     .005     >.05   1   3   5   0   2   4                           15    .008     .008     >.05   1   2   5   0   1   3                           16    .008     .008     >.05   1   3   4   0   2   4                           17    .001     .002     >.05   1   2   4   0   1   4                           18    .05      .003     >.05   1   2   4   0   1   3                           19    .003     .005     >.05   0   2   5   0   2   5                           20    .008     .002     >.05   1   2   4   0   1   3                           21    .01      .003     >.05   0   1   2   0   1   2                           22    .005     .0008    >.05   0   0   1   0   0   1                           23    .003     .0005    >.05   0   1   3   0   2   4                           24    >.05     .01      >.05   0   1   3   0   1   2                           25    .03      .005     >.05   0   2   4   0   2   3                           26    >.05     .01      >.05   1   2   3   0   1   2                           27    .005     .001     >.05   0   1   3   0   1   3                           28    >.05     .003     .05    0   1   3   0   1   2                           29    .002     .002     >.05   0   0   0   0   0   1                           30    .005     .002     .05    0   1   2   0   0   1                           31    .005     .003     .05    0   1   2   0   1   3                           32    .001     .002     .01    0   1   3   0   1   3                           33    .008     .01      >.05   0   0   1   0   0   1                           34    .005     .002     >.05   1   1   2   1   2   3                           35    .01      .0005    >.05   0   1   2   1   2   3                           36    .005     .002     >.05   0   1   2   0   1   3                           37    .002     .002     .05    0   0   1   0   0   2                           38    .003     .005     >.05   0   1   3   1   2   4                           39    >.05     .1       >.05   0   0   2   0   1   3                           40    .001     .001     .01    1   3   5   1   4   5                           41    .003     .03      >.05   0   0   1   0   1   2                           42    .001     .002     .05    0   2   3   1   2   5                           43    .002     .002     >.05   0   2   5   1   3   5                           44    >.05     .03      >.05   0   1   3   0   2   4                           45    .01      .0005    .05    1   2   5   1   3   5                           46    .01      .002     .05    0   0   1   0   1   2                           47    .001     .001     .03    0   1   3   0   2   4                           48    .005     .001     .03    1   2   4   1   3   5                           49    .0003    .0002    .05    1   2   5   1   3   5                           50    .0003    .0003    .05    1   3   5   1   3   5                           51    .001     .001     .05    0   2   5   0   2   5                           52    .005     .003            0   1   2   0   0   2                           53    .008     .005            0   0   1   0   0   1                           54    .008     .005            0   0   0   0   0   2                           55    .002     .002            0   1   2   0   1   2                           56    .001     .0003    .02    1   2   3   1   3   4                           57    .001     .0003    .02    0   2   4   1   2   5                           58    .002     .0005    .05    0   2   3   0   3   5                           59    .002     .0005    .05    0   1   3   0   1   3                           60    .003     .002     >.05   0   0   0   0   0   0                           61    .008     .005     .05    0   2   5   0   3   5                           62    .0008    .001     .05    0   1   2   0   1   2                           63    .001     .005     >.05   0   0   1   0   0   2                           64    .005     .008     >.05   0   0   1   0   0   1                           65    .0002    .0005    .02    1   2   5   1   3   5                           66    .002     .03      .05    0   1   3   0   2   3                           67    .001     .002     .05    0   0   0   0   0   0                           68    .0008    .005     .05    0   1   3   0   2   5                           69    .0003    .002     >.05   0   1   3   0   1   5                           70    .001     .002     >.05   0   1   3   0   1   4                           71    .001     .0005    .05    0   1   4   0   1   4                           72    .0008    .002     .05    0   0   1   0   1   2                           73    .002     .003     .06    0   0   1   0   0   1                           74    .002     .002     .03    0   0   0   0   1   0                           75    .003     .03      >.05   0   0   0   0   0   0                           76    .003     .03      >.05   0   0   1   0   0   1                           77    .01      .002     >.05   0   0   1   0   0   1                           78    .002     .0005    .05    0   1   2   0   1   3                           79    .005     .002     >.05   0   0   0   0   0   0                           80    .002     .0005    .01    0   0   1   0   0   1                           81    .003     .002     .05    0   0   0   0   0   1                           82    .008     .002     >.05   0   1   3   0   1   4                           83    .005     .003     >.05   0   0   1   0   0   1                           84    .001     .0003    >.05   0   1   4   0   1   5                           85    .005     .0003    .03    0   0   3   0   0   2                           86    .002     .0008    >.05   0   0   0   0   0   0                           87    .002     .002     >.05   0   0   3   0   1   4                           88    .003     .0002    >.05   0   0   3   0   0   4                           89    .001     .002     .05    0   0   0   0   0   0                           90    .001     .0002    .04    0   0   1   0   0   1                           91    .0003    .0002    .01    0   0   0   0   0   1                           92    .005     .03      >.05   0   0   0   0   0   0                           93    .001     .001     >.05   0   0   2   0   1   3                           94    .005     .002     >.05   0   0   1   0   0   1                           95    .002     .0008    >.05   0   0   0   0   0   1                           96    .001     .0003    >.05   0   2   4   1   3   5                           97    .0008    .0008    >.05   0   0   0   0   0   0                           98    .001     .001     .05    0   1   3   0   1   3                           99    .002     .0005    >.05   0   0   1   0   0   2                           100   .003     .0005    .05    0   1   3   0   1   4                           101   .001     .002     .05    1   2   4   1   3   5                           102   .0003    .002     .06    0   0   0   0   0   1                           103   <.05     .002     .03    1   2   4   1   2   5                           104   .003     .002     .05    0   0   0   0   0   0                           105   .005     .002     .05    0   0   0   0   0   0                           106   .005     .0005    .05    0   1   4   0   2   4                           107   .003     .0008    .05    0   0   1   0   0   2                           108   .002     .001     >.05   0   1   2   0   1   3                           109   .003     .002     .05    0   2   4   0   3   5                           110   .01      .0005    >.05   0   0   2   0   0   2                           111   .008     .05      >.05   0   0   0   0   0   0                           112   .001     .0003    .05    0   0   2   0   1   3                           113   .005     .003     .05    0   0   0   0   0   0                           114   .002     .0005    .05    0   0   2   0   1   3                           115   .003     .008     >.05   0   0   0   0   0   0                           116   .002     .003     <.05   0   0   0   0   0   0                           117   .002     .002     >.05   0   0   0   0   0   1                           118   .001     .0005    <.05   0   0   1   1   2   3                           119   .05      .002     >.05   0   0   0   0   0   1                           120   .002     .001     .05    0   0   0   0   0   0                           121   .0005    .0005    .03    0   0   1   0   0   2                           122   .0001    .0005    .03    0   1   3   1   3   5                           123   .0003    .001     .05    1   3   4   1   4   5                           124   .05      .002     .05    0   1   2   0   1   3                           125   .0008    .001     <.05   0   0   1   0   0   1                           126   .0005    .0005    .03    0   1   3   1   2   4                           127   .0008    .005     >.05   0   1   2   1   2   5                           128   .001     .001     <.05   0   0   0   0   0   0                           129   .005     .0005    .05    0   0   1   0   1   2                           130   .002     .002     <.05   0   0   0   0   0   3                           131   .008     .002     .05    0   0   0   0   0   0                           132   .003     .002     <.05   0   0   1   0   1   3                           133   .001     .005     <.05   0   0   1   0   0   2                           134   .003     .001     >.1    0   0   0   0   0   1                           135   .0008    .0005    <.05   0   0   2   0   1   3                           136   .0002    .003     .05    0   0   0   0   0   1                           137   .001     .03      >.1    0   0   0   0   0   0                           138   .005     .01      >.05   0   1   2   0   1   2                           139   .003     .002     <.05   0   0   0   0   0   1                           140   .002     .001     <.05   0   0   1   0   0   0                           141   .0005    .0005    .05    0   0   2   0   0   1                           142   .01      .002     .05    0   0   0   0   0   0                           143   >.05     .03      .05    0   0   0   0   0   0                           144   .001     .002     <.05   0   0   0   0   0   0                           145   .0003    .0005    <.05   0   0   1   0   0   2                           146   >.05     .005     .05    0   0   0   0   0   0                           147   .005     .002     <.05   0   0   2   0   0   2                           148   .005     .0005    <.05   0   0   1   0   0   1                           149   .005     .002     .05    0   0   0   0   0   0                           150   .0001    .0003    <.05   0   1   2   0   1   3                           151   >.05     .008     <.05   0   0   0   0   0   0                           152   .002     .0003    .05    0   1   3   0   2   3                           153   .002     .001     .08    0   0   0   0   0   0                           154   .0003    <.001    .02    0   0   1   0   0   1                           155   >.05     >.05     >.05   0   0   0   0   0   0                           156   .03      .03      >.05   0   0   0   0   0   1                           157   >.05     >.05     .04    0   0   0   0   0   1                           158   >.05     >.05     .05    0   0   0   0   0   0                           159   .05      .008     >.05   0   0   0   0   0   1                           160   >.05     .05      >.05   0   0   1   0   0   1                           161   >.05     .03      .05    0   0   0   0   0   0                           162   >.05     .1       >.05   0   0   0   0   0   0                           163   >.05     .01      .04    0   0   0   0   0   0                           164   .008     >.05     .05    0   0   1   0   0   1                           165   >.05     >.05     .05    0   0   1   0   0   1                           166   >.05     >.05     >.05   0   0   1   0   0   1                           167   >.05     >.05     .05    0   1   2   0   0   1                           168   >.05     .01      .05    0   0   0   0   0   0                           169   .03      .005     >.05   0   0   0   0   0   0                           170   >.05     >.05     >.05   0   0   0   0   0   0                           171   >.05     .4       >.05   0   0   0   0   0   0                           172   .003     <.001    >.05   0   0   0   0   0   0                           173   .01      .003     >.05   0   0   0   0   0   0                           174   >.05     .03      >.05   0   0   1   0   0   0                           175   >.05     >.05     >.05   0   0   1   0   1   2                           176   .05      >.05     >.05   0   0   1   0   0   1                           177   >.05     .2       >.05   0   0   1   0   0   1                           178   >.05     .05      >.05   0   0   1   0   0   1                           179   >.05     .01      >.05   0   0   1   0   0   1                           180   .005     >.05     >.05   0   1   3   0   1   2                           181   .05      .01      >.05   0   0   0   0   0   1                           182   .03      .008     >.05   1   2   4   1   2   4                           183   >.05     >.05     .05    0   0   0   0   0   0                           184   .01      .003     >.05   0   0   0   0   0   0                           185   >.05     .5       .05    0   0   0   0   0   0                           186   >.05     .05      >.05   0   0   0   0   0   0                           187   >.05     .01      >.05   0   0   0   0   0   0                           188   >.05     .5       >.05   0   0   1   0   0   0                           189   .003     .01      >.05   0   0   1   0   0   1                           190   >.05     .008     >.05   0   0   0   0   0   0                           191   .01      .15      >.05   0   2   3   0   2   4                           192   >.05     .01      >.05   0   1   2   0   1   3                           193            .4              0   0   1   0   0   2                           194            .2              0   0   2   0   0   2                           195   .001     .002     >.05   0   1   2   0   1   3                           196   >.05     .01      >.05   0   1   2   0   0   2                           197            .2              0   0   1   0   1   2                           198            .5              0   1   2   0   0   1                           199   >.05     .2       >.05   1   2   4   1   3   5                           200   .01      .0025    >.05   1   3   5   2   3   5                           201   .05      >.05     >.05   0   0   0   0   0   0                           202   .05      >.05     >.05   0   0   0   0   0   0                           203   >.05     >.05     .03    0   0   0   0   0   0                           204   >.05     .1       >.05   0   0   0   0   0   0                           205   >.05     .1       >.05   0   0   0   0   0   0                           206   .03      .03      >.05   0   0   0   0   0   0                           207   .03      .03      >.05   0   0   0   0   0   0                           208   .03      .008     .05    0   0   0   0   0   0                           209   .01      .01      >.05   0   0   0   0   0   0                           210   >.05     >.05     >.05   0   0   0   0   0   0                           211   .05      >.05     >.05   0   0   0   0   0   0                           212   .01      .002     .05    0   0   1   0   0   1                           213   >.5      >.05     >.5    0   0   0   0   0   1                           214            >.05            0   0   0   0   0   1                           215            >.05            0   0   0   0   0   0                           216   .008     .005     >.05   0   0   2   0   0   1                           217   .05      > .05    >.05   0   0   1   0   1   2                           218   .05      .003     >.05   0   1   2   0   1   2                           219   .005     .008     >.05   0   0   0   0   0   2                           220   .03      .004     .05    0   0   1   0   0   1                           221   .01      .004     .05    0   0   1   0   1   2                           222   >.05     .3       >.05   0   0   0   0   0   0                           223   .003     .008     >.05   0   0   0   0   0   0                           224   .03      .002     >.05   0   0   0   0   0   1                           225   .01      .03      >.05   0   0   1   0   0   2                           226   .005     .005     >.05   0   0   1   0   0   1                           227   .03      .0008    >.05   0   1   2   0   1   3                           228   .003     .002     .05    0   1   2   0   1   2                           229   .01      .009     >.1    0   1   3   0   2   4                           230   .003     .001     >.1    1   3   5   1   3   5                           231   .001     .0005    >.1    2   5   5   1   5   5                           232   .001     .0005    >.1    0   2   5   0   2   5                           233   .003     .0008    >.1    1   4   5   0   3   5                           234   .002     .002     .1     0   2   5   0   2   5                           235   .003     .0008    .1     1   4   5   0   3   5                           236   .003     .0005    >.1    1   3   5   1   3   5                           237   .002     .0005    >.1    1   5   5   1   5   5                           238   .002     .003     >.05   0   0   0   0   0   1                           239   .03      .03      >.05   0   0   2   0   0   2                           240   .03      .03      >.05   0   1   2   0   1   3                           241   >.05     .005     >.05   0   0   3   0   1   5                           242   .01      .005     >.05   0   0   2   0   1   5                           243   .03      .005     >.05   0   0   3   0   1   4                           244   .03      .01      >.05   0   1   3   0   1   4                           245   .008     .03      .05    0   1   3   0   1   4                           246   .05      .005     >.05   0   0   2   0   1   3                           247   .01      .002     >.05   0   0   1   0   0   2                           248   .01      .01      >.05   0   0   0   0   0   0                           249   >.05     >.05     .05    0   0   0   0   0   0                           250   >.05     .2       >.05   0   0   0   0   0   0                           251   .01      .005     >.05   0   0   2   0   1   4                           252   >.05     .03      .05    0   0   1   0   0   1                           253   >.05     .03      >.05   0   0   0   0   0   0                           254   >.05     .05      >.05   0   0   0   0   0   0                           255   >.05     >.05     .05    0   0   0   0   0   0                           256   >.05     .15      >.05   0   0   0   0   0   1                           257   >.05     .1       >.1    0   0   0   0   0   0                           258   >.05     >.05     >.1    0   0   0   0   0   0                           259   >.05     >.05     .01    0   0   0   0   0   0                           260   .008     .03      >.05   0   0   0   0   0   1                           261   >.05     .05      >.05   0   0   0   0   0   0                           262   .05      >.05     >.05   0   0   0   0   0   0                           263   .005     .005     >.05   0   1   1   0   1   2                           264   .005     .005     >.05   0   0   1   0   0   1                           265   .03      .003     >.05   0   0   2   0   1   3                           266   >.05     .4       >.05   0   0   1   0   1   2                           267   .005     .003     >.05   0   0   0   0   1   2                           268   .03      .002     >.05   0   0   2   0   0   2                           269   .03      >.05     >.05   0   0   1   0   1   2                           270   .003     .002     .03    0   1   3   0   1   4                           271   .003     .002     .05    0   2   5   1   2   5                           272   .002     .002     .05    1   2   4   1   3   5                           273   .005     .002     .05    1   2   4   1   3   5                           274   .002     .001     .05    0   1   2   0   1   3                           275   .001     .0005    .05    0   0   2   0   1   3                           276   .003     .0008    >.05   0   0   2   0   1   3                           277   .001     .002     >.05   0   1   2   0   1   2                           278   .003     .001     .05    0   1   4   0   1   5                           279   .003     .001     >.05   0   1   2   0   1   3                           280   .003     .0005    .05    0   1   4   0   1   5                           281   .001     .001     .06    1   2   4   0   2   5                           282   .005     .0005    .05    1   2   4   0   1   5                           283   .01      .002     .05    0   1   2   0   1   3                           284   .001     .0008    .05    1   4   5   1   4   5                           285   .001     .0002    >.05   0   1   3   0   3   5                           286   .001     .0002    .05    0   0   2   0   0   3                           287   .005     .0005    .02    0   0   3   0   0   4                           288   .002     .0005    .02    0   0   1   0   0   1                           289   .002     .001     >.05   0   0   0   0   0   0                           290   .002     .0008    .03    0   0   0   0   0   0                           291   .001     .002     .05    0   0   0   0   0   0                           292   .003     .005     .01    0   0   0   0   0   0                           293   .001     .0005    .01    0   0   0   0   0   0                           294   .001     .0002    >.05   0   0   0   0   0   1                           295   .002     .03      >.05   0   0   0   0   0   0                           296   .0005    .001     .05    0   0   0   0   0   0                           297   .002     .002     .05    0   0   0   0   0   1                           298   .003     .005     >.05   0   0   2   0   1   2                           299   .008     .003     >.05   0   1   3   0   2   3                           300   .005     .003     .05    0   0   0   0   0   0                           301   .003     .001     .05    0   0   0   0   0   1                           302   .03      .03      >.05   0   0   1   0   1   2                           303   >.05     .03      >.05   0   0   0   0   0   1                           304   >.05     .01      >.05   0   0   0   0   0   0                           305   >.05     >.05     .04    0   0   0   0   0   0                           306   >.05     >.05     .05    0   0   1   0   1   2                           307   >.05     >.05     >.05   0   0   1   0   2   3                           308   >.05     >.05     >.05   0   0   1   0   0   1                           309   >.05     >.05     >.05   0   0   0   0   0   1                           310   >.05     >.05     .05    0   0   0   0   0   0                           311   .05      >.05     >.05   0   0   0   0   0   0                           312   .04      .05      >.05   0   0   0   0   0   0                           313   .002     .003     .04    0   2   4   1   3   5                           314   .002     .005     >.05   2   3   5   3   4   5                           315   <.008    <.008    .05    1   3   5   2   3   5                           316   .04      .04      >.05   0   0   0   0   0   0                           317   .05               >.05   0   0   0   0   0   1                           318   >.05              >.05   0   0   0   0   0   0                           319   .002     .002     .04    1   2   3   1   2   4                           320   .005     .008     >.05   0   0   1   0   0   2                           321   .002     .002     .02    1   2   4   2   3   5                           322   .002     .003     .03    1   3   5   1   3   5                           323   .005     .01      .05    0   1   2   0   1   2                           324   >.05     .5       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  337   .03      >.05     >.05   0   0   0   0   0   0                           338   .005     .002     >.05   1   3   5   1   2   5                           339   .005     .002     >.05   1   3   4   1   2   3                           340   .03      .005     .03    0   1   3   1   2   3                           341   .01      .008     >.05   0   2   3   1   2   3                           342   .01      .009     .05    0   0   1   0   1   2                           343   .002     .005     >.05   0   2   3   1   2   4                           344   >.05     .1       >.05   0   0   0   0   0   0                           345   .002     .003     .03    0   1   3   1   2   3                           346   .03      .008     >.05   0   0   0   0   0   1                           347   .03      .009     >.05   0   0   0   0   0   0                           348   .005     .002     .05    0   1   4   0   1   3                           349   >.05     .05      >.05   0   2   4   0   2   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  375   .002     .002     >.05   0   0   0   0   0   0                           376   .003     .005     .05                                                    377   .002     .0005    .05    0   0   0   0   0   1                           378   .003     .005     .05    0   0   0   0   0   1                           379   .002     .003     .05    0   0   0   0   0   0                           380   .002     .0003    .05    0   0   0   0   0   0                           381   .002     .003     >.05   0   0   0   0   0   0                           382   .002     .0005    .1     0   0   0   0   0   0                           383   .001     .002     .05    0   1   2   1   2   3                           384   .002     .0008    .05    0   0   0   0   0   1                           385   .002     .0005    .05    0   0   1   0   0   2                           386   .016     .0016    >.08   0   0   0   0   0   0                           387   .003     .009     .15    1   4   4   1   4   4                           388   .0024    .006     .03    0   0   3   0   1   1                           389   .004     .0008    >.1    0   0   2   0   0   2                           390   .05      .03      .05                                                    391   >.05     >.05     >.05                                                   392   >.05     >.05     .05                                                    393   .01      .01      >.1    0   0   0   0   0   0                           394   .05      .03      >.1    0   0   0   0   0   0                           395   .05      >.05     >.1    0   1   3   0   1   2                           396   .01      .005     >.1    0   0   0   0   0   0                           397   .05      >.05     >.1    0   0   0   0   0   2                           398   .05      .003     >.1    0   1   3   0   2   3                           399   .01      .01      .03    0   0   0   0   0   0                           400   .05      .04             0   0   0   0   0   0                           401   .002     .002            1   2   5   1   3   5                           402   .05      >.05            0   0   0   0   0   0                           403   .001     .002            0   2   4   1   2   5                           404   .03      .008            0   0   0   0   0   0                           405   .03      .01             0   0   0   0   0   1                           406   .03      .03             0   0   0   0   0   0                           407   .03      .008            0   0   0   0   0   1                           408   .03      .03      >.05   0   0   0   0   0   0                           409   .003     .005     >.05   0   0   0   0   0   0                           410   .0008    .002     .05    0   0   0   0   0   1                           411   .005     .002     .04    0   1   3   1   3   4                           412   .003     .002     >.05   0   0   2   0   0   2                          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  489   .01      .002     >.05   0   0   0   0   0   0                           490   .002     .002     >.05   0   0   0   0   0   0                           491   .005     .003     >.05   0   0   0   0   0   0                           492   .003     .002     >.05   0   0   0   0   0   0                           493   .005     .005     >.05   0   0   0   0   0   1                           494   .01      .005     >.05   0   0   0   0   0   0                           495   .01      .002     >.05   0   0   0   0   0   0                           496   .003     .001     >.05   0   0   0   0   0   0                           497   .001     .002     .01    0   0   0   0   0   0                           498   .0008    .005     .03    0   0   0   0   0   0                           499   .002     .002     .01    0   0   0   0   0   0                           500   .003     .002     .05    0   0   0   0   0   0                           501   .002     .002     .03    0   0   0   0   0   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  527   .002     .0003    >.05   0   0   0   0   0   0                           528   .002     .0002    .05    0   0   1   0   1   3                           529   .002     .0002    >.05   0   0   0   0   0   0                           530   .002     .001     >.05   0   0   0   0   0   0                           531   .002     .001     >.05   0   0   0   0   0   0                           532   .001     .0002    .05    0   0   0   0   0   2                           533   .002     .0001    <.05   0   0   0   0   0   0                           534   .002     .002     .05    0   0   0   0   0   0                           535   .002     .0002    >.05   0   0   0   0   0   0                           536   .002     .0005    >.05   0   0   0   0   0   0                           537   .001     .0005    .05    0   0   0   0   0   0                           538   .002     .002     .05    0   0   0   0   0   0                           539   .001     .0005    .05    0   0   0   0   0   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  565   .002     .0005    >.05   0   1   2   0   1   2                           566   .0005    .0005    .05    0   0   2   0   1   3                           567   .0003    .0005    .05    0   0   2   0   1   2                           568   .0003    .0002    >.05   0   0   1   0   1   2                           569   .0008    .0003    .02    0   0   0   0   0   1                           570   .0003    .0003    .05    0   0   1   0   0   1                           571   .0005    .0003    >.05   0   0   2   0   1   2                           572   .0002    .0002    .05    0   0   2   0   1   3                           573   .001     .0005    > .05  0   0   1   0   1   2                           574   .001     .0005    >.05   0   0   2   0   1   2                           575   .01      .0008    >.05   0   0   1   0   1   2                           576   .0002    .0005    >.05   0   0   1   0   0   2                           577   .002     .0003    .05    0   0   1   0   0   2                           578   .0005    .0005    >.05   0   0   1   0   0   2                           579   .0005    .0005    >.05   0   0   1   0   0   2                           580   .0005    .0008    >.05   0   0   0   0   0   1                           581   .0002    .0005    .05    0   0   0   0   0   1                           582   .0002    .0005    .005   0   0   1   0   0   2                           583   .0003    .0003    >.05   0   0   1   0   0   2                           584   .002     .001     .05    0   0   0   0   0   0                           585   .003     .002     .05    0   0   0   0   0   0                           586   .03      .005     .05    0   0   1   0   0   0                           587   .01      .002     .05    0   0   0   0   0   0                           588   >.05     .05      .05    0   0   0   0   0   0                           589   >.05     .008     .05    0   0   0   0   0   0                           590   .05      .002     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  603   .002     .0003    .08    0   0   0   0   0   1                           604   .003     .003     .05    0   0   1   0   0   1                           605   .003     .05      >.05   0   0   0   0   0   0                           606   >.05     .4       >.05   0   0   0   0   0   0                           607   >.05     .05      >.05   0   0   0   0   0   0                           608   >.05     .2       >.05   0   0   0   0   0   0                           609   .003     .0003    .05    0   0   1   0   0   1                           610   .002     .0005    >.05   0   0   2   0   0   1                           611   .008     .0002    >.05   0   0   1   0   0   1                           612   .002     .001     >.05   0   0   1   0   0   1                           613   .003     .001     .05    0   0   1   0   0   1                           614   .01      .003     >.05   0   0   1   0   0   1                           615   .001     .002     .04    0   0   2   0   0   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  717   .005     .003     >.05   0   0   0   0   0   1                           718   .001     .0005    .03    0   0   0   0   0   0                           719   .002     .001     >.05   0   0   0   0   0   0                           720   .002     .003     >.05   0   0   0   0   0   1                           721   .002     .01      >.05   0   0   0   0   0   0                           722   .001     .005     .1     0   0   0   0   0   0                           723   >.05     >.05     >.05   0   0   0   0   0   0                           724   .002     .01      .05    0   0   0   0   0   0                           725   .002     .03      >.05   0   0   0   0   0   0                           726   .0005    .0008    .04    0   0   0   0   0   0                           727   .03      .01      .05    0   0   0   0   0   0                           728   .03      .03      .05    0   0   0   0   0   0                           729   .001     .001     .01    0   0   0   0   0   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  831   .0005    .0006    .05    1   2   4   1   3   5                           832   .001     .003     .005   0   1   2   0   1   2                           833   .001     .0007    .005   0   1   3   0   1   3                           834   .001     .001     .02    0   0   2   0   0   2                           835   --       .03      >.05   0   1   2   0   0   1                           836   .005     .05      >.05   0   1   2   0   0   0                           837   .003     .01      .05    0   0   0   0   0   0                           838   .002     .001     .03    0   1   2   0   1   2                           839   .01      .01      >.05   0   0   1   0   0   0                           840   .003     .002     .01    0   0   1   0   0   0                           841   .002     .002     .05    0   0   0   0   0   0                           842   .005     .01      >.05   0   0   0   0   0   0                           843   .003     .002     >.05   0   0   0   0   0   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  869   .0005    .003     .008   0   0   1   0   0   2                           870   .0008    .0005    .01    0   0   1   0   0   0                           871   .008     .001     .01    0   2   3   0   1   2                           872   .01      .002     .05    0   1   2   0   0   2                           873   .002     .0005    .05    1   2   3   0   1   4                           874   .002     .002     .05    0   1   3   0   0   3                           875   .005     .003     .05    0   0   1   0   0   1                           876   .001     .0002    .008   1   2   3   1   2   3                           877   .001     .0008    .005   1   2   3   0   0   2                           878   .003     .0005    .008   1   2   3   0   2   3                           879   .03      .003     .03    0   1   3   0   0   2                           880   .002     .0003    .008   1   2   4   1   3   4                           881   .003     .0003    .008   1   2   3   1   2   3                           882   .003     .0005    .03    1   2   3   1   2   3                           883   .002     .0005    >.05   1   1   2   1   1   2                           884   .002     .0003    .03    1   2   3   1   2   3                           885   .002     .0005    .005   1   2   3   1   2   3                           886   .002     .0003    .003   0   1   2   0   1   3                           887   .0008    .0005    .05    1   2   3   1   2   2                           888   .001     .0005    .003   0   1   2   0   1   2                           889   .001     .0002    >.05   1   2   3   0   1   3                           890   .001     .0002    .03    1   2   3   0   1   3                           891   .001     .0002    .008   0   1   2   0   1   2                           892   .003     .0002    .03    1   2   3   0   1   3                           893   >.05     >.05     >.05   0   0   0   0   0   0                           894   >.05     >.05     >.05   0   0   0   0   0   0                           895   >.05     >.05     >.05   0   0   0   0   0   0                           896   .001     .0008    .03    1   2   3   1   2   3                           897   .0008    .0005    .03    0   1   3   0   1   3                           898   .001     .0002    .005   0   1   2   0   1   2                           899   .0008    .0008    .03    1   2   3   0   1   2                           900   .002     .001     .03    0   2   3   0   1   3                           901   .005     .005     .01    0   0   0   0   0   0                           902   .002     .002     .01    1   2   4   0   2   4                           903   .03      .002     >.05   1   2   3   0   2   3                           904   >.05     .005     >.05   0   1   2   0   1   3                           905   .005     .002     .03    1   2   3   0   1   2                           906   .002     .0005    .01    1   2   3   1   2   4                           907   .002     .0005    .01    1   2   3   1   2   3                           908   .002     .0002    .01    0   1   2   0   1   2                           909   .005     .0005    >.05   1   2   3   0   1   3                           910   >.05     .002     .05    1   2   2   1   2   3                           911   .05      .005     >.05   1   2   3   0   1   2                           912   .002     .0002    .01    1   2   4   1   2   4                           913   .002     .0005    .003   1   2   4   1   3   4                           914   .002     .0002    .03    1   2   4   1   3   4                           915   .003     .002     >.05   1   2   3   0   1   2                           916   .0008    .0003    .03    0   1   2   0   2   3                           917   .0008    .0002    >.05   0   0   0   0   0   0                           918   .0002    .0002    >.05   0   1   2   0   1   3                           919   .0001    .0002    .05    0   1   2   0   1   2                           920   >.05     > .05    >.05   0   0   0   0   0   0                           921   .002     .002     >.05   1   2   3   1   2   4                           922   .001     .001     .05    1   2   4   1   2   4                           923   .002     .001     .03    1   2   3   1   2   4                           924   .002     .005     >.05   1   2   3   0   2   4                           925   .002     .002     >.05   1   2   3   1   2   4                           926   .0003    .001     >.05   0   0   0   0   0   0                           927   .002     .002     >.05   0   1   2   0   1   2                           928   .001     .001     >.05   0   0   0   0   0   0                           929   .002     .002     >.05   0   1   2   0   1   2                           930   .001     .001     >.05   0   1   3   1   2   4                           931   .003     .03      >.05   0   0   0   0   0   0                           932   .003     .002     >.05   1   2   3   0   1   3                           933   .0005    .002     >.05   1   2   3   1   3   4                           934   .002     .0008    .05    0   1   2   1   2   3                           935   .005     .002     >.05   1   1   2   0   0   1                           936   .005     .0002    >.05   0   1   2   0   0   1                           937   .003     .002     .05    0   1   2   0   0   2                           938   .003     .0005    >.05   0   0   1   0   0   1                           939   .002     .0005    >.05   0   0   0   0   0   0                           940   .001     .0005    .05    0   1   2   0   1   3                           941   .002     .0005    >.05   0   1   2   0   0   1                           942   .002     .0005    >.05   1   2   3   1   2   3                           943   .002     .0002    >.05   1   2   3   1   2   3                           944   .003     .002     >.05   0   1   2   0   1   2                           945   .008     .002     >.05   0   1   2   0   0   1                           946   .002     .002     >.05   0   0   0   0   0   1                           947   .002     .002     >.05   0   0   0   0   0   0                           948   .002     .0005    >.05   1   2   4   1   2   4                           949   .002     .0008    .05    0   1   2   0   1   3                           950   .0005    .0005    .03    0   1   2   0   0   1                           951   .0005    .002     .002   0   0   1   0   0   1                           952   .002     .0005    >.05   0   1   2   0   0   1                           953   .002     .0005    .05    0   0   0   0   0   0                           954   .003     .0005    .05    0   0   0   0   0   0                           955   .001     .0005    .05    0   1   2   0   1   2                           956   .0005    .001     .03    0   1   2   0   1   2                           957   .002     .002     .03    0   1   2   0   1   2                           958   .002     .0002    .05    0   1   2   0   1   3.                          959   >.05     >.05     >.05   0   0   1   0   0   0                           960   .005     .002     >.05   0   0   0   0   0   1                           961   .003     .002     >.05   0   1   2   0   0   1                           962   .0003    .0005    .03    0   1   2   0   1   2                           963   .0002    .0005    .05    1   2   3   1   2   3                           964   .0001    .0001    .01    0   1   2   0   1   2                           965   .001     .002     >.05   0   0   1   0   1   2                           966   .0008    .003     >.05   0   0   0   0   0   0                           967   .03      .03      >.05   0   0   0   0   0   0                           968   .03      .005     >.05   0   0   0   0   0   0                           969   .003     .03      >.05   0   0   0   0   0   0                           970   >.05     >.05     >.05   0   0   0   0   0   0                           971   >.05     >.05     >.05   0   0   0   0   0   0                           972   .03      .005     .05    0   0   0   0   0   0                           973   .008     .03      .05    0   0   0   0   0   0                           974   >.05     .03      >.05   0   0   0   0   0   0                           975   .003     .002     >.05   0   0   2   0   0   2                           976   .003     .002     >.05   0   0   1   0   0   2                           977   .0005    .0003    >.05   1   2   3   1   2   4                           978   .005     .0005    >.05   0   0   1   0   0   2                           979   .002     .0008    <.01   0   1   3   0   1   3                           980   .005     .0005    >.05   0   0   0   0   0   0                           981   .005     .002     >.05   0   0   1   0   0   0                           982   .003     .0002    >.05   0   1   2   0   1   2                           983   .005     .0008    .05    0   1   3   1   2   3                           984   .005     .0005    >.05   0   2   3   1   2   3                           985   .005     .002     .05    0   1   2   0   1   2                           986   .008     .002     .05    0   1   2   1   2   3                           987   .002     .001     .05    0   1   3   0   1   3                           988   .002     .008     >.05   0   2   3   0   2   3                           989   .002     .001     >.05   0   1   2   0   1   2                           990   .0005    .002     .05    0   0   1   0   0   1                           991   .0002    .002     >.05   1   2   3   1   2   4                           992   .0008    .003     .05    0   0   1   0   0   1                           993   .0005    .0008    >.05   0   0   0   0   0   0                           994   .002     .0005    >.05   1   2   3   1   2   3                           995   .002     .0002    .03    1   2   3   1   2   3                           996   .0002    .0003    >.05   0   0   1   0   0   1                           997   .0005    .001     .05    1   2   3   0   1   3                           998   .0002    .0008    .05    0   0   0   0   0   0                           999   .002     .002     >.05   0   0   1   0   0   1                           1000  .0002    .0001    >.05   0   1   3   1   2   4                           1001  .001     .005     >.05   0   0   1   0   0   1                           1002  .002     .0005    .05    0   0   2   0   0   2                           1003  .0005    .002     .05    0   1   3   1   2   3                           1004  .0003    .0008    >.05   0   1   3   1   2   4                           1005  .002     .001     >.05   0   0   0   0   0   0                           1006  .0005    .0005    .01    0   1   2   0   1   2                           1007  .002     .0003    >.05   0   1   2   0   1   2                           1008  .0005    .0002    .01    0   1   2   0   1   2                           1009  .0005    .002     .05    0   1   2   0   1   2                           1010  .0002    .0005    .05    0   1   2   0   0   1                           1011  .0005    .003     .03    0   0   1   0   0   0                           1012  .0008    .002     .05    0   0   1   0   0   0                           1013  .002     .002     >.05   0   0   1   0   0   1                           1014  .0008    .002     .05    0   1   2   0   0   1                           1015  .03      .005     >.05   0   0   0   0   0   1                           1016  .002     .002     .05    0   0   0   0   0   1                           1017  .0002    .0005    >.05   0   0   0   0   0   0                           1018  .0002    .0005    >.05   1   2   4   1   3   5                           1019  .001     .0003    >.05   1   2   4   1   3   5                           1020  .0008    .0005    >.05   0   0   1   0   0   0                           1021  .002     .005     >.05   0   0   1   0   0   0                           1022  .0003    .0002    .05    0   1   2   0   1   3                           1023  .0005    .0002    >.05   0   0   1   0   0   1                           1024  .002     .002     >.05   0   0   2   0   0   2                           1025  .001     .0005    >.05   0   1   2   0   0   1                           1026  .0008    .002     >.05   0   0   2   0   0   1                           1027  .0003    .0005    >.05   0   1   2   0   0   1                           1028  .0005    .001     >.05   1   2   4   1   3   5                           1029  .002     .002     >.05   0   0   1   0   0   0                           1030  .0005    .0002    .01    0   1   2   0   1   3                           1031  .0005    .0002    .05    0   0   1   0   0   0                           1032  .002     .0005    .03    0   0   1   0   0   2                           1033  .002     .0002    .008   0   1   2   0   1   2                           1034  .002     .001     .03    0   1   2   1   2   3                           1035  .001     .0005    .01    0   1   3   1   2   4                           1036  .001     .0008    .008   0   0   1   0   0   0                           1037  .0005    .0005    .03    0   1   2   0   1   2                           1038  .002     .0008    .01    0   1   2   0   1   2                           1039  .002     .0003    .05    0   1   2   0   1   2                           1040  .0005    .0002    .005   0   1   2   1   2   3                           1041  .002     .002     .05    0   0   0   0   0   0                           1042  .003     .0005    .008   1   2   3   0   1   3                           1043  .002     .0005    .03    0   1   2   1   2   4                           1044  .001     .0005    .008   0   1   3   1   2   4                           1045  .002     .0005    .008   0   1   2   0   1   3                           1046  .001     .0005    .01    0   1   3   0   1   3                           1047  .002     .0005    .008   0   1   2   0   1   3                           1048  .002     .002     .03                                                    1049  .0005    .0005    .03    1   2   5   2   4   5                           1050  .002     .0005    .03    0   1   3   1   2   4                           1051  .0005    .002     .03    0   1   2   0   1   2                           1052  .003     .0005    >.05   0   2   3   1   2   3                           1053  .0005    .002     .05    1   2   3   0   1   3                           1054  .0008    .0005    .03    1   2   4   1   3   4                           1055  .03      >.05     >.05   1   3   4   1   3   5                           1056  .002     .005     >.05   1   3   5   1   2   4                           1057  .005     .005     >.05   0   1   3   0   2   3                           1058  .005     .03      >.05   0   0   2   0   1   2                           1059  >.05     >.05     .05    0   0   0   0   0   0                           1060  .003     .03      .05    0   0   1   0   0   0                           1061  >.05     >.05     >.05   0   0   0   0   0   0                           1062  >.05     >.05     >.05   0   0   0   0   0   0                           1063  >.05     .01      >.05   0   0   0   0   0   0                           1064  .005     .005     >.05   0   0   1   0   0   0                           1065  .008     .005     .05    0   0   0   0   0   0                           1066  .03      .03      >.05   0   0   0   0   0   0                           1067  >.05     >.05     >.05   0   0   0   0   0   0                           1068  .005     .03      >.05   0   1   3   0   1   3                           1069  .002     .01      >.05   1   3   5   1   3   5                           1070  .005     .01      .05    0   0   1   0   0   1                           1071  .0002    .0005    .03    0   0   2   0   0   1                           1072  .002     .0005    >.05   0   0   1   0   0   0                           1073  .0005    .0002    .03    1   2   3   1   2   4                           1074  .0005    .0005    >.05   0   1   2   0   0   2                           1075  .002     .0005    .03    1   2   3   1   2   3                           1076  .0005    .0002    .008   0   1   2   0   1   3                           1077  .0003    .0002    .05    0   0   0   0   0   0                           1078  .0005    .0005    .01    1   1   3   0   2   3                           1079  .0005    .0005    .05    1   2   3   1   2   4                           1080  .0005    .0005    .01    0   0   1   0   0   1                           1081  .0005    .0005    .03    0   1   3   1   2   4                           1082  .0003    .0005    .01    1   2   4   1   3   5                           1083  .0005    .0005    .03    0   1   3   0   1   3                           1084  .002     .0005    .03    0   1   3   0   1   3                           1085  .0005    .002     .05    0   1   2   0   0   1                           1086  .0005    .0005    .03    0   0   2   0   0   2                           1087  .0005    .0008    >.05   0   1   2   0   1   2                           1088  .0005    .0005    .05    0   0   0   0   0   0                           1089  .0005    .0005    .01    0   0   2   0   1   3                           1090  .002     .0005    .03    0   1   2   0   1   3                           1091  .001     .0005    .05    0   1   2   0   0   2                           1092  .001     .0008    >.05   0   1   2   0   1   3                           1093  .002     .0005    .01    0   1   2   0   0   2                           1094  .002     .0005    .05    0   0   1   0   0   1                           1095  .003     .002     .05    0   0   0   0   0   0                           1096  .002     .0005    .05    0   0   1   0   0   1                           1097  .03      .003     >.05   0   0   0   0   0   0                           1098  .03      .002     .05    0   0   0   0   0   0                           1099  >.05     >.05     >.05   0   0   0   0   0   0                           1100  .005     .008     >.05   0   0   0   0   0   0                           1101  >.05     >.05     >.05   0   0   0   0   0   0                           1102  >.05     >.05     >.05   0   0   0   0   0   0                           1103  .005     .005     >.05   0   0   0   0   0   0                           1104  .005     .005     >.05   0   0   0   0   0   0                           1105  .002     .0005    --     0   0   0   0   0   0                           1106  .003     .0005    >.05   0   0   0   0   0   0                           1107  .002     .002     >.05   0   0   0   0   0   0                           1108  .03      .01      >.05                                                   1109  .03      .005     .05                                                    1110  .01      .002     >.05                                                   1111  .03      .005     >.05                                                   1112  .008     .002     >.05                                                   1113  .03      .005     .05                                                    1114  .005     .002     .05                                                    1115  .03      .005     <.05                                                   1116  .01      .005     >.05                                                   1117  .005     .002     .05                                                    1118  .03      .005     >.05                                                   1119  .01      .005     >.05                                                   1120  .01      .008     >.05                                                   1121  .01      .005     >.05                                                   1122  .01      .002     .05                                                    1123  .03      .005     >.05                                                   1124  .003     .005     >.05                                                   1125  .005     .005     >.05                                                   1126  .008     .03      >.05                                                   1127  .003     .003     >.05                                                   1128  <.001    .005     >.05                                                   1129  .002     .005     >.05                                                   1130  .002     .005     <.05                                                   1131  .002     .005     <.05                                                   1132  .002     .003     <.05                                                   1133  .001     .002     <.05                                                   1134  .01      .005     >.05   0   0   0   0   0   0                           1135  .01      .01      .05                                                    1136  --       <.003    >.05                                                   ______________________________________                                          Symbols for Table II                                                           SMC: saltmarsh caterpillar                                                     CL: cabbage looper                                                             TBW: tobacco budworm                                                           >: greater than                                                                <: less than                                                             

Biocidal Tests In Vitro Vial Tests

Tubes of sterilized nutrient and malt extract broth were prepared. Aliquots of the toxicant, dissolved in an appropriate solvent, were injected through the stopper, into the broth, to provide concentrations ranging from 50 ppm downward. The test organisms consisted of one fungi, Botrytus cinerea, and one bacteria, Staphylococcus aureus (S.a.) Roseenbach.

Three drops of a spore suspension of each of the fungi were injected into the tubes of malt broth and three drops of the bacteria were injected into the nutrient broth. One week later the growth of each organism was observed and effectiveness of the chemical was recorded as the lowest concentration in ppm which provided 100 percent inhibition of growth as compared to untreated inoculated tubes. The results are shown in Table III.

Fungicidal Tests Foliar Preventive Sprays

Bean Powdery Mildew--The chemicals were dissolved in an appropriate solvent and diluted with water containing several drops of a wetting agent. Test concentrations, ranging from 1000 ppm downward, were sprayed to runoff on the primary leaves of pinto beans (Phaseolus vulgaris L.). After the plants were dry, the leaves were dusted with spores of the powdery mildew fungus (Erysiphe polygoni de Candolle) and the plants were retained in the greenhouse until the fungal growth appeared on the leaf surface. Effectiveness was recorded as the lowest concentration, in ppm, which will provide 75 percent or greater reduction in mycelial growth on the leaf surface as compared to untreated, inoculated plants. The results are shown in Table III.

                  TABLE III                                                        ______________________________________                                                 Biocides        Fungicides                                                     LC-100 (ppm)    LC-75-100 (ppm)                                                               Botyrytus                                                                               Bean Powdery                                   Compound No.                                                                             Staph aureus cinerea  Mildew                                         ______________________________________                                         118       (10)         5         1                                             155       --           --       500                                            166       --           --       500                                            170       --           --       500                                            175       --           --       1000                                           183        5           (10)     500                                            213       10           --       500                                            279       0.125         5       500                                            309       25           10       500                                            310        0            5       --                                             554       10           0.125    500                                            662       25           10       --                                             733       --           --       500                                            741       50           50        10                                            769       --           --       500                                            878       10            5        5                                             ______________________________________                                          () = partial control  50% or greater                                     

The primary screening level in each of the above tests was selected for purposes of convenience only, and none of the figures in the table are to be understood as representing the highest level at which a viable test for lepidoptericidal activity can be conducted.

The compounds of this invention are generally used in formulations suitable for convenient application. In general, such formulations will contain inert or other active ingredients or diluent carriers in addition to the active compound. Examples of such ingredients or carriers are organic solvents, such as sesame oil, xylene range solvents, and heavy petroleum; water; emulsifying agents; surface active agents; talc; pyrophyllite; diatomite; gypsum; clays; and propellants, such as dichlorodifluoromethane.

The active compounds can further be combined with dust carriers for application as dusts, with granular carriers for application by fertilizer spreaders or ground or airplane seeders. It also can be formulated as a wettable powder or a flowable for application as a water suspension, or with solvents and surface active materials for application as sprays, aerosols, or emulsions. The compounds or their formulated mixtures can be applied to any habitat of the pests. Examples of such habitats are insect dwellings, clothing, plant surfaces, and soil. If desired, however, the active compositions can be applied directly to organic matter, seeds or feedstuffs in general, upon which the pests feed, or directly to the pests themselves. When applied in such a manner, it will be advantageous to use a formulation which is not volatile.

Particularly preferred compositions are those comprising an insecticidally effective amount of the active compound in combination with an inert insoluble solid carrier vehicle. Examples of such compositions are wettable powders, dusts, and flowable formulations, in which the solid carrier is in finely divided form; and granular formulations, in which the solid carrier is a pre-formed granule.

These isothiourea compounds can also be formulated to include baits that induce feeding responses in the lepidoptera larva resulting in earlier ingestion of the lepidoptericidal isothioureas. Effective baits include cottonseed flour, cottonseed oil, extract of mature cottonseed, sucrose, invert sugar, citrus molasses, soybean oil, soy flour, corn oil, extract of corn kernels, extract of corn silks, extract of corn seed and mixtures thereof together with suitable emulsifiers and wetting agents.

The amount of active compound or formulation which is considered to be insecticidally effective is that amount which, when applied to the pest habitat or feedstuff, will kill or substantially injure a significant portion residing or feeding thereon. The active compounds of this invention can be employed either as the sole pesticide component of the formulations or as one of a mixture of compounds in the formulation having similar utility. Furthermore, the presently disclosed pesticide compositions need not be active as such. The purposes of this invention will be fully served by a composition which is rendered active by external influences, such as light, or by physiological action occurring when the preparation is ingested or penetrates into the body of the pest.

The precise manner in which the pesticide compounds of this invention are used in any particular instance will be readily apparent to a person skilled in the art. Generally, the active pesticidal compound will be used as a component of a liquid composition; for example, an emulsion, suspension, or aerosol spray. While the concentration of the active pesticide compound in the present formulation can vary within rather wide limits, ordinarily, the pesticide composition will comprise not more than about 50.0 percent by weight of the formulation. 

What is claimed:
 1. A compound having the formula ##STR1295## wherein R and R₁ are independently selected from the group consisting of C₂ -C₁₀ alkyl, C₂ -C₁₀ alkoxyalkyl, and phenyl and R and R₁ together contain from 12 to 22 carbon atoms;R₂ is selected from the group consisting of C₁ -C₁₄ alkyl, C₃ -C₁₀ alkenyl, and C₃ -C₄ alkynyl; and R₃ is selected from the group consisting of ##STR1296## wherein Z is selected from the group consisting of --C₁ -C₁₈ alkyl, hydrogen, Al⁺⁺⁺, NH₄ ⁺ and Ca⁺⁺.
 2. The compound of claim 1 wherein R and R₁ are independently selected from the group consisting of C₅ -C₉ alkyl and R and R₁ together contain from 12 to 22 carbon atoms; and R₂ is selected from the group consisting of C₁ -C₆ alkyl, C₃ -C₅ alkenyl and C₃ -C₄ alkynyl.
 3. The compound of claim 1 wherein R and R₁ are independnetly selected from the group consisting of C₆ -C₈ alkyl and R and R₁ together contain from 12 to 22 carbon atoms; and R₂ is selected from the group consisting of C₁ -C₁₃ alkyl, C₂ -C₃ alkenyl, and C₃ -C₄ alkynyl.
 4. The compound of claim 1 or 2 or 3 wherein R₃ is selected from the group consisting of ##STR1297## wherein Z is selected from the group consisting of --C₁ -C₁₈ alkyl, hydrogen, Al⁺⁺⁺, NH₄ ⁺ and Ca⁺⁺.
 5. The compound of claim 1 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --C₂ H₅ and R₃ is ##STR1298##
 6. The compound of claim 1 wherein R is --secC₇ H₁₅, R₁ is --C₆ H₁₃, R₂ is --C₂ H₅ and R₃ is ##STR1299##
 7. The compound of claim 1 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --CH₂ CH═CH₂ and R₃ is ##STR1300##
 8. The compound of claim 1 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --C₃ H₇ and R₃ is ##STR1301##
 9. A lepidoptericidal composition comprising a lepidoptericidally effective amount of the compound of claim 1 and an inert carrier.
 10. The lepidoptericidal composition of claim 9 wherein R is --secC₇ H₁₅, R₁ is --C₆ H₁₃, R₂ is --C₂ H₅ and R₃ is ##STR1302##
 11. The lepidoptericidal composition of claim 9 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --CH₂ CH═CH₂ and R₃ is ##STR1303##
 12. The lepidoptericidal composition of claim 9 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --C₂ H₅ and R₃ is ##STR1304##
 13. The lepidoptericidal composition of claim 9 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --C₃ H₇ and R₃ is ##STR1305##
 14. A lepidoptericidal composition comprising a lepidoptericidally effective amount of the compound of claim 2 and an inert carrier.
 15. A lepidoptericidal composition comprising a lepidoptericidally effective amount of the compound of claim 3 and an inert carrier.
 16. The lepidoptericidal compositions of claims 9 or 14 or 15 wherein R₃ is ##STR1306## wherein Z is selected from the group consisting of --C₁ -C₁₈ alkyl, hydrogen, Al⁺⁺⁺, NH₄ ⁺ and Ca⁺⁺.
 17. A method for controlling lepidoptera comprising applying said lepidoptera or the locus or feedstuffs thereof a lepidoptericidally effective amount of the compound of claim
 1. 18. The method of claim 17 wherein R is --secC₇ H₁₅, R₁ is --C₆ H₁₃, R₂ is --C₂ H₅ and R₃ is ##STR1307##
 19. The method of claim 17 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --CH₂ CH═CH₂ and R₃ is ##STR1308##
 20. The method of claim 17 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --C₃ H₇ and R₃ is ##STR1309##
 21. The method of controlling lepidoptera comprising applying said lepidoptera or the locus or feedstuffs thereof a lepidoptericidally effective amount of the compound of claim
 2. 22. The method of controlling lepidoptera comprising applying said lepidoptera or the locus or feedstuffs thereof a lepidoptericidally effective amount of the compound of claim
 3. 23. The method of claim 17 wherein R is --secC₇ H₁₅, R₁ is --C₈ H₁₇, R₂ is --C₂ H₅ and R₃ is ##STR1310##
 24. The method of claims 17 or 21 or 22 wherein R₃ is ##STR1311## wherein Z is selected from the group consisting of --C₁ -C₁₈ alkyl, hydrogen, Al⁺⁺⁺, NH₄ ⁺ and Ca⁺⁺. 